best places to visit while in chicago

Chicago   Travel Guide

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28 Fun Things to Do in Chicago

Chicago shines for its world-class museums, various shopping districts, vibrant neighborhoods and lively nightlife venues. Explore the city's innovative roots at the Griffin Museum of Science and Industry, where you can walk inside the U-505

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Millennium Park and Cloud Gate Millennium Park and Cloud Gate free

U.S. News Insider Tip: Construction around the Cloud Gate sculpture will limit the public's access to this top tourist attraction until spring 2024. While you might not be able to snag a selfie with "The Bean," many other attractions are available within the park. – Cortney Fries

A first-time visit to Chicago isn't complete without a stop at Millennium Park. Situated in the Loop just north of the Art Institute of Chicago , this 25-acre space is used to showcase cutting-edge art, architecture and landscaping; it also acts as a backdrop for concerts and festivals.

Grant Park and Buckingham Fountain Grant Park and Buckingham Fountain free

U.S. News Insider Tip: If you're visiting Chicago Sept. 8 through 10, head to Grant Park early – around 11 a.m. to avoid the lines – for the Taste of Chicago. Enjoy the park and eat the best cuisine the city has to offer. Admission is free. – Sarah Estime

Often referred to as "Chicago's front yard," Grant Park is an approximately 313-acre swath of green space that starts at the eastern edge of the Loop and stretches down to the northern fringes of the Near South Side.

Art Institute of Chicago Art Institute of Chicago

Home to one of the country's most impressive collections of impressionist and post-impressionist art (plus works from numerous other genres), the expansive Art Institute of Chicago features nearly 300,000 works from all over the world in its permanent collection. You'll find pieces created in the Byzantine era, as well as paintings completed just a few decades ago.

Highlights include Jacob Lawrence's "The Wedding," Georgia O'Keeffe's "Sky above Clouds IV" and Grant Wood's "American Gothic." The Art Institute's exhibits also include all sorts of intriguing artifacts, from European armor to the Thorne Miniature Rooms, which showcase interior design and furnishings in Europe and America from the late 13th to early 20th centuries. In addition to the permanent collection, the Art Institute hosts traveling exhibitions covering a variety of subjects and showcasing a diverse array of artists and genres.

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The Magnificent Mile The Magnificent Mile free

U.S. News Insider Tip: The Magnificent Mile, known for its world-class shopping, also has plenty to offer architecture buffs. Book a walking tour with the Chicago Architecture Center and hear the untold stories of North Michigan Avenue's architectural icons. Tours start at $30. – Sarah Estime

For shopping at more than 450 retailers within walking distance in downtown Chicago, make your way to The Magnificent Mile.

Navy Pier Navy Pier free

Extending out onto Lake Michigan, Navy Pier offers plenty in the way of family-friendly entertainment.

The first thing you'll spot once you set foot on the pier is the towering Ferris wheel (which stands 196 feet tall); you'll also find a drop tower and a carousel. Once the kids have had their fill of thrill rides, you can spend some time cruising the Chicago River on a sightseeing or speedboat tour or spend a few hours exploring the Chicago Children's Museum , with hands-on exhibits ranging from treehouses to fire trucks.

Lincoln Park Zoo Lincoln Park Zoo free

U.S. News Insider Tip: North Avenue Beach is a short walk over the North Avenue Bridge when you park at the southern end of the Lincoln Park Zoo lot. Explore the zoo, then stroll over to the beach for an afternoon in the sand. – Cortney Fries

Located 2 miles north of the Loop in the North Side neighborhood of Lincoln Park, the Lincoln Park Zoo is home to nearly 200 species, such as zebras, sloths and hippos. Visitors can view the zoo's furry (or scaly) friends in their natural habitats: Check out the gorillas in the sprawling, award-winning Regenstein Center for African Apes, or head to the Kovler Seal Pool to get up close and personal with harbor seals. Seal training and feeding occurs daily at 11:30 a.m. and 2 p.m.

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360 CHICAGO Observation Deck 360 CHICAGO Observation Deck

One of Chicago's most notable attractions is its skyline, and one of the best places to experience it is at the 360 CHICAGO Observation Deck.

Formerly known as the John Hancock Observatory, 360 CHICAGO towers 1,000 feet over The Magnificent Mile from its location on the 94th floor of the John Hancock Center (or 875 North Michigan Avenue as its more formally known). Encased by floor-to-ceiling windows, 360 CHICAGO boasts expansive views of the city; on a clear day, you can see four states. Meanwhile, the interactive screens will help you identify different landmarks that appear in your panorama.

The Field Museum The Field Museum

U.S. News Insider Tip: After hours of museum hopping, grab a kid-approved lunch at Kim & Carlo's Hot Dog Cart. The no-frills stand offers everything from vegan dogs to the traditional Chicago hotdog. Enjoy your lunch on the water. – Sarah Estime

This extensive natural history museum occupies half an acre of Grant Park 's Museum Campus and houses exhibits that showcase artifacts from multiple eras and destinations, making it a must-see for kids (as well as any fans of the "Indiana Jones" movies).

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Chicago Architecture River Cruise Chicago Architecture River Cruise

A visit to 360 CHICAGO or Skydeck Chicago will give you a good overview of the city's layout. But if you want to learn more about Chicago's sky-high buildings, tag along on an architecture river cruise. During a river cruise, you'll gain great views and historical insight about well-known structures like the Wrigley Building, the Leo Burnett Building and the Fulton House.

Though several companies, including Wendella Sightseeing Co. and Chicago Line Cruises, offer architecture river cruises, most travelers recommend climbing aboard a Chicago's First Lady Cruises boat with a Chicago Architecture Center docent. You'll learn tons of information about the area's architecture, plus catch superb skyline photo-ops.

Maggie Daley Park Maggie Daley Park free

U.S. News Insider Tip: There are many restaurant options around the park, but Wildberry Pancakes & Café is a satisfying brunch spot. Choose from creative pancake options, a variety of omelets, crepes, sandwiches and salads. Go hungry and leave happy. – Cortney Fries

Opened in 2014, Maggie Daley Park is an expansive property located just east of Millennium Park in downtown Chicago.

Griffin Museum of Science and Industry Griffin Museum of Science and Industry

U.S. News Insider Tip: Mid-November through the first week of January, experience the annual "Christmas Around the World" and "Holidays of Light" exhibits. Volunteers decorate more than 50 trees in celebration of holiday traditions from around the globe. – Cortney Fries

Chicago's extensive Griffin Museum of Science and Industry is the Western Hemisphere's largest science museum, showcasing more than 35,000 artifacts and a variety of hands-on exhibits meant to inspire creativity. The museum resides in the 14-acre former Palace of Fine Arts, which hosted the famous World's Columbian Exposition in 1893. The fair brought together some of the world's greatest scientific minds, including Thomas Edison and Nikola Tesla, who at the time were competing to prove which type of electricity – direct current or alternating current – was more effective. 

Wrigley Field Wrigley Field

U.S. News Insider Tip: If you're visiting during the holiday season, don't miss Winterland at Gallagher Way for family-friendly rides and games inside and around the ballpark. Christkindlmarket Wrigleyville is free to enter. Enjoy festive shopping and international food and beverage selections. – Cortney Fries

Chicagoans take their love of sports very seriously. So, for a real taste of Chicago culture, head north of the Loop to Wrigley Field to watch the Chicago Cubs play ball at the Friendly Confines. History buffs will also appreciate this sports treasure, which first opened in 1914 and holds the honor of being the second-oldest Major League Baseball stadium in the country (after Fenway Park in Boston ).

Shedd Aquarium Shedd Aquarium

U.S. News Insider Tip: If you're visiting in the summer (June through August), check out Jazzin' at the Shedd. You can enjoy jazz music and drinks with incredible views from the terrace. Plus, the lights dim in the aquarium for a unique experience. – Elizabeth Von Tersch, Senior Editor

Shedd Aquarium is one of the world's largest indoor aquariums, housing around 32,000 creatures. While you're here, you can feel stingrays float beneath your fingers, listen to sea lions bark and learn all about a variety of turtles. A visit to Shedd Aquarium will lead you through a cornucopia of habitats, where you'll find additional animals like penguins, piranhas, sharks and beluga whales. Or, for an additional fee, you can participate in specialty experiences like animal encounters, feeding experiences and virtual reality.

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The Chicago Riverwalk The Chicago Riverwalk free

U.S. News Insider Tip: During the summer, there is nothing better than watching the boats go by as you relax at City Winery Riverwalk Wine Garden. Rent a retro boat from Chicago Electric Boat Company and cruise the river yourself. – Cortney Fries

When the weather warms up in Chicago, there are few better places to enjoy the outdoors than the Chicago Riverwalk. The 1.25-mile pedestrian walkway on the south bank of the Chicago River is the perfect place to take a stroll and observe the city skyline. Plus, there are numerous activity options to enjoy directly on the water, such as a boat or kayak tour . If you prefer to explore on your own two feet, visit the public gardens and art displays, or grab a meal at a popular restaurant or bar overlooking the Chicago River. And if you want to learn more about the river's unique history, check out the McCormick Bridgehouse & Chicago River Museum, which celebrates the city's famous movable bridges. What's more, Art on theMART – a massive digital art projection on the facade of theMART (formerly The Merchandise Mart) – is best viewed from the Riverwalk.

Skydeck Chicago at the Willis Tower Skydeck Chicago at the Willis Tower

More than 1.7 million people make their way to Willis Tower's Skydeck Chicago each year, and it's easy to see why. Occupying the 103rd floor – that's nine floors higher than 360 CHICAGO – of the 110-story Willis Tower (the third-tallest building in North America after One World Trade Center and Central Park Tower), Skydeck Chicago boasts breathtaking views of the city. Visit on a sunny day and you may be able to see far beyond Chicago's borders to Indiana, Michigan, Wisconsin and other parts of Illinois.

The highlight for most visitors is the Ledge. Extending 4.3 feet beyond the building's exterior, this platform is made entirely of glass – even the floor. Travelers also liked the video screens that show what it would be like to stand 103 floors above other Chicago attractions, including Wrigley Field and Millennium Park . However, long lines quickly form for Skydeck Chicago, so plan on arriving early or purchasing a Chicago CityPASS, which covers expedited admission into the attraction. Or, simply pay extra for expedited entry, which features an express line to the elevators. For the best views, it's advised that you visit just after opening or after sunset. If you'd like to enjoy the sunset from the tower, plan on arriving 30 to 45 minutes before sunset to ensure you have enough time to get through the elevator line and up to the top.

North Avenue Beach North Avenue Beach free

Located in Lincoln Park directly on Lake Michigan, North Avenue Beach is one of the most popular swimming spots in Chicago.

The sandy beach has volleyball courts, plenty of space for visitors to stretch out and multiple things to do near nearby. Plus, it offers spectacular views of the city skyline. Beachgoers can also find restaurants, sports rental companies, restrooms and more inside a 22,000-square-foot beach house adjacent to the shore.

The Second City The Second City

If you've seen a sketch comedy show or hilarious movie in the last 40 years, it's likely that someone from The Second City appeared in it. The Second City is one of the world's most iconic improvisational comedy theaters, and it has helped launch the careers of numerous famous comedians, including Bill Murray, Tina Fey, Keegan-Michael Key, Steve Carell and Stephen Colbert. If you're in the mood for a laugh, check out a live show on any night of the week at any number of The Second City's seven stages (which are all housed in its facility at the northwest corner of North Avenue and Wells Street in Old Town). 

Recent reviewers said that everyone in their group could not stop laughing during the shows, which typically last 90 minutes to two hours. Ticket prices vary by the show and date, but run anywhere from $30 to $100.

The Chicago Theatre The Chicago Theatre

Aside from Cloud Gate and Buckingham Fountain , The Chicago Theatre's red and yellow marquee is perhaps one of the city's most recognizable landmarks. Illuminating North State Street at the northern edge of the Loop, The Chicago Theatre first opened its doors in 1921 as an extravagant movie theater and performance venue. Throughout its history, the theater has hosted such big names as Duke Ellington, Diana Ross and Prince, in addition to screening blockbuster flicks. Though the theater fell into disuse in the 1970s, new management and a full renovation in the 1980s helped return the venue to its former glory. Today, the theater is still used for a variety of comedic, theatrical and musical performances.

According to past patrons, the theater's historic appearance enhances the overall experience of catching an event here. Just remember, cameras and video cameras, including those on cell phones, cannot be used during tours or performances.

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Chicago Children's Museum Chicago Children's Museum

Located at Navy Pier , the Chicago Children's Museum offers temporary and permanent play-based exhibits for babies, toddlers and kids ages 4 and older. Founded in 1982 by the Junior League of Chicago as a response to cuts in arts programming, the museum was originally housed in two hallways of what is now called the Chicago Cultural Center . Today, children can dig for "teeth" and "bones" in "Dinosaur Expedition," climb through tunnels of "Cloud Buster," test their STEAM (Science, Technology, Engineering, Art and Math) skills in the Tinkering Lab and paint, draw or sew in the art studio.

Recent visitors appreciated the interactive, hands-on exhibits, which they recommend for young children.

American Writers Museum American Writers Museum

U.S. News Insider Tip: Across the street from the museum, you will find the first Nutella Café, where you can savor French and Italian dishes featuring the heavenly hazelnut spread. The gelato is roll-your-eyes-to-the-back-of-your-head good. – Cortney Fries

The first museum in the United States dedicated to celebrating the diverse voices and influence of American authors, the American Writers Museum is an interactive journey through more than five centuries of written and spoken word. This relatively small museum, which opened in 2017, features thoughtful and reflective exhibits that you can touch, smell, hear and see. 

DuSable Black History Museum and Education Center DuSable Black History Museum and Education Center

U.S. News Insider Tip: If driving in Chicago isn’t your thing, consider taking the No. 55 bus to the museum. The bus drops you off within just a five-minute walk of the museum. – Sarah Estime

The DuSable Black History Museum and Education Center, named for Jean Baptiste Pointe DuSable, the entrepreneur who is credited with founding Chicago, is a must-visit for anyone looking to learn more about African American history in the city of Chicago and America. It celebrates its 62nd anniversary in 2023, and is full of thought-provoking exhibits, including those that showcase fine art created by influential African American artists and historical materials. Note that visitors hoping to enjoy “The March” exhibit, an immersive experience depicting the historic March on Washington and Martin Luther King Jr.'s "I Have A Dream" speech, can go in groups of no more than four at a time.

Adler Planetarium Adler Planetarium

The first planetarium in the Western Hemisphere, the Adler offers unrivaled insights into our solar system. Indeed, "Our Solar System" is one of its permanent exhibits, along with "Mission Moon," "The Universe: A Walk Through Space and Time," "Telescopes: Through the Looking Glass" and "Astronomy in Culture," among others. Its facilities include the Doane Observatory, which has the largest telescope available to the public in the Chicago area, through which visitors can glimpse celestial objects trillions of miles away. The Adler also has three full-size theaters – the 3D Universe Theater, the Definiti Space Theater and the Grainger Sky Theater – in which it screens programs like "Destination Solar System," "Planet Nine" and "One World, One Sky: Big Bird's Adventure."

Space enthusiasts invariably find the Adler's presentations both informative and entertaining, if somewhat pricey. Most visitors suggest setting aside a few hours to explore the various exhibits and shows. Travelers recommend maximizing your parking expenses by also visiting the Shedd Aquarium or The Field Museum , which also sit on the Museum Campus. Reviewers also appreciated the Lake Michigan and skyline views as seen from the planetarium.

Offbeat Street Art Tour Offbeat Street Art Tour

U.S. News Insider Tip: If you’re looking for unique souvenirs from your Chicago trip, consider The Goddess & Grocer for its gift baskets. – Sarah Estime

In Chicago, you can find eye-catching street art nearly everywhere. As you sightsee, you’ll be greeted with unique, thought-provoking art on the sides of buildings and underneath bridges. If you’re looking for an experience that walks you through the history and cultural significance of Chicago's street art scene, look no further than the Offbeat Street Art Tour. On this two-hour tour, you’ll discover new artists and learn the inspiration behind their colorful works, along with some interesting neighborhood history. You’ll also be able to take great photos along the way.

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The Green Mill The Green Mill

U.S. News Insider Tip: For visitors looking for a bite to eat after a night of jazz music, head across the street to Damera for an authentic Ethiopian meal, or down the block to the Fat Cat for a burger. – Sarah Estime

Best known for serving gangsters during its speakeasy days, the Green Mill invites travelers to step back in time. The long bar that runs along the club's left side sits in front of smokey mirrors and is peppered with decor reminiscent of the Prohibition era. The entire place is cast in a warm reddish glow while old-time jazz plays from the jukebox. The bar – one of Al Capone’s favorites – has no set menu; order whatever cocktails you like (though the chocolate martinis are delicious). There is also a selection of beer and wine.

Garfield Park Conservatory Garfield Park Conservatory free

One of the biggest botanical conservatories in the United States, the Garfield Park Conservatory houses thousands of plant species in eight indoor gardens, as well as 10 acres of outdoor gardens.

Each indoor space has a distinct focus. The Aroid House features varieties of its namesake, which are among the most popular houseplants; it also features sculptures by the world-renowned glass artist Dale Chihuly made specifically for the Aroid House. As its name suggests, the Desert House boasts cacti and succulents, while the Fern Room arranges ferns around an indoor lagoon. The Palm House, the conservatory's largest structure, recreates a tropical landscape complete with more than 70 palm trees. Meanwhile, the Elizabeth Morse Genius Children's Garden aims to educate little ones about plants. Horticulture Hall displays a range of flowers and plants and also has tables where visitors can take a seat and have a rest.

The Richard H. Driehaus Museum The Richard H. Driehaus Museum

Occupying a restored mansion built in 1883, the Richard H. Driehaus Museum presents exhibitions relating to architecture, art and design from the 19th century to the present day.

The Nickerson Mansion containing the museum boasts an entrance hall made with so much marble that the building was nicknamed "the Marble Palace." (The museum takes its current name from the philanthropist who founded it in 2003.) Its reception room features intricate woodwork as well as items from the museum's permanent collection, such as a Tiffany Studios lamp that dates back to the early 1900s. Meanwhile, the front parlor displays Renaissance Revival furniture original to the Nickerson Mansion. The dining room, fitted with elaborately carved oak, houses a silver punch bowl first exhibited at the 1893 World's Columbian Exposition. Other highlights from the permanent collection include a gem-encrusted inkstand, a ceramic clock, multiple chandeliers, paintings, sculptures and an array of decorative items.

Chicago Cultural Center Chicago Cultural Center free

The "People’s Palace," a popular destination occupying a full city block in the downtown Loop neighborhood, is a stunning architectural marvel as well as a venue for a great deal of cultural programming, including art exhibits and concerts. Among its features are one of the largest Tiffany stained-glass domes in the world (made with around 30,000 individual pieces of glass) and a marble lobby adorned with mosaics made of gold, glass and precious stones.

Visitors invariably rave about the impressive structure and its elaborate decorations, saying it’s worth it to pop in for free to see the ornate ceiling.

University of Chicago University of Chicago free

Founded in 1890 by John D. Rockefeller, the University of Chicago is an urban research university in the city's Hyde Park neighborhood close to Lake Michigan. Currently, it has more than 7,000 undergraduate students and more than 10,000 graduate, professional or other students as well as nearly 2,400 full-time faculty members.

Impressive as those statistics may be, they aren't reasons to visit. But the university's 217-acre campus, which was designated a botanic garden in 1997, and its mixture of English Gothic and modern architecture are. Some of the newer structures were designed by celebrated architects like Ludwig Mies van der Rohe and Eero Saarinen, while some of the older ones are adorned with gargoyles that date back to the 1893 World Columbian Exposition. The university welcomes visitors to explore its campus, and provides information about its architecture on its website. Those who've visited before routinely call the buildings diverse and beautiful, and many recommend stopping by in the spring when flowers bloom across campus, or fall when amber leaves transform the grounds.

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The 63 best things to do in Chicago right now

Discover the best things to do in Chicago, from iconic venues and views to cultural musts and late-night shenanigans.

Photograph: Shutterstock

June 2024 : Summer in Chicago  has arrived and it's time to head outside and make the most of it!  Walk through a beautiful park, cool off at a beach or watch free movies under the stars. Plus, summer street fests and alfreso dining season are back. There are plenty of other options, too, so stay satisfied and busy with these fun activities in June.

No matter where your interests lie, you can always find something to get excited about in this no-nonsense Midwestern metropolis. The best things to do in Chicago run the gamut—from seriously fun to awesomely educational. Looking for culture? Spend a day exploring Chicago museums . Hungry? You've come to the right place, because Chicago is famous for its delicious cuisine. There are tons of amazing restaurants in Chicago that highlight the city's rich and diverse culinary landscape. (And plenty of uniquely Chicago bars that do the trick, too.) We've searched all across the city to assemble this list of the best things to do in Chicago. Follow it and never get bored here again.

You can also find out more about how Time Out selects the very best things to do all over the world , or take a look at our list of the  best things to do in the world right now .

Been there, done that? Think again, my friend.

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Best things to do in Chicago

1.  dance your heart out at a summer music festival.

• Things to do

What is it?  Chicago's loaded lineup of music festivals.

Why go? From local neighborhood fests to big-name spectacles like Pitchfork Music Festival , Lollapalooza and Riot Fest , there's no shortage of live music to listen to every weekend during the summertime. Whether you listen to house, country or blues, Chicago's concert calendar has you covered.

Don't miss:  Free shows at the Grant Park Music Festival  and Millennium Park Summer Music Series .

2.  Cool off at Chicago beaches

What is it?  Twenty-eight miles of freshwater coastline broken up into a series of publicly accessible beaches.

Why go?   N othing says summer in Chicago more than a day spent along Lake Michigan's sandy shoreline. Choose from more than 20 beaches along the north and south reaches of the city, from the dog area at Montrose Beach to the sand dune-studded nature preserve at South Shore Beach.  

Don’t miss:  Want to get out on the water? A select number of beaches offer kayak, jet ski and other water sport rentals. 

3.  Find a summer street fest near your neighborhood

What is it?  The annual slate of summer festivals that take over Chicago streets and parks every year. 

Why go?  Shop artisan goods made by local vendors, enjoy delicious bites and watch live performances at beloved neighborhood bashes like Wicker Park Fest and Taste of Randolph from May through September.

Don't miss:  Bored of the cover bands and DJs that normally perform at Chicago’s street fests? Head to Rogers Park on August 24 for Chalk Howard Street Fest, the city's only chalk art festival.

4.  Sip a drink on a gorgeous rooftop bar

What is it?  Refreshing libations atop some of Chicago's tallest buildings.

Why go?  Summer in the city calls for rooftop drinking, and there are plenty of places to do it. Whether it's a stunning hotel terrace overlooking Michigan Avenue or a lush garden oasis, you'll enjoy sweeping views of the skyline with a beverage in your hand and the breeze at your back.

5.  Eat outside

What is it?  Al fresco dining season.

Why go?  We only get a few precious months of outdoor dining in Chicago, so make the most of it while you can. Live your best life at the city's top patios, terraces and rooftops, which afford great food and drinks, fun vibes and plenty of sun and breeze.

6.  Take a dip in a pool

What is it?  The Chicago Park District's 50 public swimming pools.

Why go?  There's no better way to beat the sweltering heat than by going on a swim. The city offers dozens of pools across neighborhoods—all free of charge. Just make sure to check the hours and schedules before you go.

7.  Stroll along the Chicago Riverwalk

What is it? Expanded and updated in 2015, this riverside walkway hosts restaurants, bars, boating docks and plenty of spots to sit and admire the views.

Why go?  Like everything else downtown, the Riverwalk can be pricey, but you can't beat the views when you snag a glass of vino at City Winery or enjoy some local grub at Chicago Brewhouse. Several boat tour also have launch points along the Riverwalk, if you prefer to get out on the water.

Don't miss:  Post up at the Riverwalk nightly at 8:30pm and 9pm to catch Art on theMART, the 25-story light projection show across the water.

8.  Grab a paddle and glide along the Chicago River

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What is it? Kayak Chicago sends you paddling along the Chicago River from a dock located just north of Goose Island.

Why go? After a few quick lessons, you'll be ready to set out on a self-guided river tour in a kayak. You can rent your boat by the hour or pay a flat fee to take it out for the entire day and check out changing leaves along the water.

Don't miss: A handful of guided excursions that highlight Chicago architecture or simply allow you to navigate the river at night.

9.  Watch free outdoor movies in parks

What is it?  Free outdoor movie screenings at public parks across the city all summer long.

Why go?  There's something for everyone, from animated films ( Trolls Band Together ) to blockbusters ( Barbie ) to cult classics ( School of Rock ). And who doesn't love a free movie? 

Don’t miss:  A double feature of E.T. the Extra-Terrestrial and Jurassic Park  at Millennium Park on July 16.

10.  Watch fireworks downtown

• Streeterville Until Aug 31, 2024

What is it?  Navy Pier's  twice-weekly fireworks shows (on Wednesdays and Saturdays at 9pm and 10pm, respectively) from May through September every year.

Why go?   Y ou'll catch  spectacular explosions in the sky, with the city as the backdrop. Need we say more?

Don't miss:  Feeling bougie? Make a reservation at Navy Pier's Offshore, the world's largest rooftop bar, and take in the show with a cocktail in hand. 

11.  Shop local at a farmers market

• Markets and fairs

What is it?  Weekly markets around town highlighting Midwest ingredients and products.

Why go?  You'll find the freshest, highest quality fruits, veggies, meats and more from local farms and businesses. There's also plenty of programming—from yoga to live music—and food vendors serving delicious bites for when you need to refuel.

12.  Travel across an elevated trail on the 606

• Parks and gardens
• Humboldt Park

What is it?  A formerly abandoned stretch of elevated railway track named after the first three digits in every Chicago zip code.  

Why go? Looking for a convenient way to get between Logan Square, Humboldt Park, Wicker Park and Bucktown? This is it. The 2.7-mile path was spruced up by the city and turned into a functional attraction that delights locals and visitors.

Don’t miss:  Local artist Jeff Zimmermann's colorful Conagra Mural (Urbs in Horto) just across the Milwaukee Avenue bridge, which acknowledges Chicago's agricultural legacy.

13.  Walk through a beautiful garden

What is it? The city’s lush green spaces, from Chicago parks to sprawling botanical gardens.

Why go? Get away from the bustle of the city and reconnect with nature by visiting one of these (mostly) free gardens. You’ll find stunning Japanese gardens, serene lily ponds, rose gardens, conservatories filled with thousands of plants, and much more.

14.  Watch a movie at a rooftop theater

What is it?  Rooftop Cinema Club, an outdoor movie theater on the fifth floor terrace of the Emily Hotel.

Why go?  No other theater in Chicago can match the gorgeous cityscape views that accompany each screening here. The experience boasts state-of-the-art LED screens, wireless headphones for all guests, a range of seating options and a curated lineup of snacks and cocktails.

15.  Bike to the ’burbs on the North Branch Trail

What is it?  A 16-mile paved trail beginning in Gompers Park that takes riders all the way to the Chicago Botanic Garden.

Why go?  If you're craving a quick escape from the city on your bike, you can take the North Branch Trail to attractions throughout the northern suburbs. Have a beer at Hubbard's Cave, get a pie at the Pequod's in Morton Grove or relax in the Erickson Woods in Winnetka.

Don't miss:  The four-mile loop trail through the Skokie Lagoons (which can also be used to get to the Chicago Botanic Garden).

16.  Root, root, root for the home team at Wrigley Field

• Baseball & softball
• Wrigleyville
• price 1 of 4

What is it? Arguably the city’s most famous and beautiful place to see a ball game.  

Why go? Synonymous with the North Side for more than 100 years, the Friendly Confines has updated ever-so-slightly over the years. It eventually gave in and added lights in 1988; a jumbotron was erected in left field a few years back. But it’s the ivy that the lines the outfield walls, the manual scoreboard and general old-timey awesomeness that will keep the stands here filled whether the Cubbies are winning or losing. 

Don’t miss:  For a true Wrigley Field experience, grab cheap(ish) tickets to the general admission bleachers section.  

17.  Catch a foul ball at Guaranteed Rate Field

• Armour Square

What is it? Home of the Chicago White Sox, formerly (and, to some, currently) known as Comiskey Park.  

Why go? Okay, so the South Side team doesn't command the rabid following of its neighbors to the north (although the whole city went nuts when it clinched the World Series in 2005). But the stadium is much more spacious than Wrigley, and it's almost always possible to walk up and purchase tickets.

Don’t miss:  You can get a corned beef sandwich and an Impossible dog, or satisfy your sweet tooth with a campfire milkshake.

18.  Hang out at a museum after hours

What is it? After-hours events at popular Chicago museums.

Why go? You’ve probably visited many of the city’s best museums, but did you know some of them stay open late after normal hours once a week? Snag tickets to Adler at Night , Jazzin’ at the Shedd or Tuesdays on the Terrace for a unique experience. You’ll get to listen to live music and walk around exhibits while sipping on a drink.

19.  Shop for wares at Maxwell Street Market

• Little Italy, UIC Until Oct 27, 2024

What is it?  A weekly flea market that dates back to the late 19th century.

Why go?  You can shop for just about everything imaginable, from furniture to clothes, household items, collectibles and more alongside live street performances and an abundance of delicious Mexican food.

20.  Hit the trails for a hike

What is it?  Hiking trails around Chicagoland.

Why go? Now that it's starting to warm up, it's the perfect time to go hiking. Visit a state park or nature preserve for an adventurous escape from the city. These sprawling, winding paths will take you through historic sites, sand dunes, woodlands and much more.

21.  Show off your putt-putt skills at City Mini Golf

• Millennium Park

What is it? An 18-hole miniature golf course located in Maggie Daley Park.

Why go? There's a kitschy kind of charm to mini-golfing in the shadow of the Chicago skyline, especially since the course is decorated with replicas of famous Chicago attractions (like a six-foot-tall Willis Tower and a teeny version of the Picasso sculpture in Daley Plaza). 

Don’t miss:  Snapping a photo next to the mini Chicago landmark of your choice.

22.  Cruise around town on a Divvy e-bike

• Transport & Travel

What is it?  These jet-black e-bikes allow riders to go up to 15 miles per hour with the help of a small electric motor.

Why try it?  Let's face it: the original bright blue Divvy bikes are heavy and cumbersome. These newer e-bikes (which you'll find at stations throughout the city) make it easier to see more of the city atop a shared ride. The pedal-assist system adds some additional power everytime you move your legs, allowing you to get to your destination faster—and possibly without breaking a sweat.

Don't miss:  Divvy e-bikes come with an attached lock, meaning that you can end your ride by locking it to a bike rake or sign post, though you may incur an extra fee. You can also place them in any Divvy dock.

23.  Hop aboard Chicago’s First Lady for an architecture tour

What is it? The breeziest way to survey the city's famed architecture.

Why go? An architectural tour is a must for any visit to Chicago, and t he Chicago Architecture Foundation employs certified volunteer docents who narrate the history behind more than 50 downtown buildings for the duration of a 90-minute cruise along the Chicago River.

Don’t miss:  An evening version of the tour that allows you to take in the twinkling city lights from the river.

24.  Visit animals (for free!) at Lincoln Park Zoo

• Lincoln Park

What is it?  One of the last free zoos in the country, this 35-acre attraction connects visitors with animals from all over the world.

Why go? More than 1,000 critters are waiting for you to visit them—free of charge—in Lincoln Park.  From mammals (beavers, lions, otters and bears) to birds (penguins, eagles and parrots) to reptiles (snakes, crocodiles and turtles), there's something for every animal lover.  

Don’t miss:   The expansive Regenstein Macaque Forest, where snow monkeys swing from branch to branch. 

25.  See public art in Millennium Park

What is it?  The crown jewel of Chicago's front yard.

Why go?  Home to iconic public art installations such as   Cloud Gate   (a.k.a. "The Bean"), t his 25-acre park is one of the most popular gathering spots in the city . Visitors can walk through the vegetation in the Lurie Garden—renowned for its beauty throughout all of Chicago's seasons—or grab a requisite selfie in front of the Bean's reflective surface. 

Don’t miss:  Crown Fountain , an interactive installation featuring two 50-foot-tall LED video structures. 

26.  See Yoko Ono’s installation in Jackson Park

• Literary events

What is it?  Designed by activist and artist Yoko Ono, Skylanding is composed of 12 large steel lotus petals jutting from the ground of the Garden of the Phoenix in Jackson Park.

Why go?  Calling all public-art fanatics. This gleaming installation from the famed artist has become a major draw in the 600-acre park. The photogenic sculpture was erected as a symbol of peace, taking up residence on the site of a pavilion built by the Japanese government for the 1893 World’s Columbian Exposition .  

Don’t miss:  The park is also home to a beautiful, traditional Japanese respite dubbed the Garden of the Phoenix. 

27.  Hop aboard the Chicago Water Taxi

What is it?  For the first time since 2019, the Chicago Water Taxi is operating seven days a week.

Why go?  If you're looking to get out on the water for budget prices, you won’t find a better option than the bright yellow water taxi—a one-way ticket will set you back just $6, while 10-ride pass is $25.

28.  See live music at the iconic Morton Salt building

What is it?  The Salt Shed, Chicago’s new(ish) music venue from the team behind Thalia Hall and the Empty Bottle.

Why go?   Located at the site of the historic Morton Salt building (you know, the one you've probably spotted alongside the Kennedy Expressway), Salt Shed is an indoor/outdoor venue that's backed by a stellar sound system and skyline views during summertime performances.

Don’t miss:  Genuinely good concessions from notable Chicago restaurants.

29.  Eye masterpieces at the Art Institute of Chicago

• Art and design

What is it?  Guarded by an iconic pair of bronze lions, the Art Institute of Chicago houses a permanent collection of more than 300,000 artworks. 

Why go?   The Art Institute of Chicago is filled with masterpieces from every era, from Georges Seurat’s iconic painting   A Sunday on La Grande Jatte   (notable for its appearance in   Ferris Bueller’s Day Off ) to Andy Warhol's print of actress Elizabeth Taylor. This month, see Christina Ramberg: A Retrospective , an exhibit showcasing 100 works of one of the most influential members of Chicago's contemporary art scene.

Don’t miss:  Tucked away in the lower level of the Art Institute, the Thorne Miniature Room contains 68 recreations of American, European and Asian architecture and furniture, represented at 1:12 scale. It’s like a hyper-detailed, ultra-realistic doll house that you wish you had when you were a kid.

30.  Find serenity at the Garfield Park Conservatory

• East Garfield Park

What is it? A gorgeous glass structure home to more than 100,000 plants. 

Why go? When temps start to dip, there are few better places in Chicago to escape the cold than Garfield Park Conservatory, where you can wander through eight indoor display gardens full of greenery. Marvel at towering tropical plants in the 65-foot Palm House, admire cacti in the Desert House and imagine the primordial settings of Illinois millions of years ago among the lush Fern Room.   

Don't miss: Swing by Horticulture Hall from Friday through Sunday for a lavender oat milk cold brew made by Monday Coffee Co., the conservatory's resident coffee pop-up.

31.  Tap your toes to late-night jazz at the Green Mill

• Cocktail bars

What is it?  An Uptown institution that books smart bebop and free jazz with a discriminating ear. 

Why go?  In the ’20s, Chicago gangsters like Al Capone were known to frequent the Green Mill, but ever since Prohibition, the club has garnered a reputation for hosting live jazz every night. 

Don’t miss:  Taking a picture under the glittering marquee, which wasn't actually destroyed in Michael Mann's 1981 neo-noir film Thief . 

32.  See a blockbuster movie at Alamo Drafthouse

• Movie theaters

What is it?  A popular movie theater chain from Texas.

Why go?  In addition to showing the latest films, the venue offers expansive food and beverage menus and servers will bring meals to customers' seats during screenings.

Don't miss:  The theater's special events, which include rowdy sceenings where talking is encouraged and movie parties—immersive and interactive viewing experiences featuring fun props, themed drinks and more.

33.  Go mini-golfing (and drinking) at Puttery

What is it?  A mini-golf cocktail bar.

Why go? If the weather outside isn't suitable for hitting the links, do the next best thing and go mini golfing at this unique concept. Housed in a 23,000-square-foot space, Puttery offers two themed courses and state-of-the-art technology like digital scorecards and trackable balls.

Don't miss: Take a load off after you're done playing by hanging out in the swanky lounge area. There's a a full menu of craft cocktails and approachable bites.

34.  Hang out with a mummy at the Field Museum

• Science and technology
• Museum Campus

What is it?  A massive natural history museum that was founded to house the biological and anthropological collections for the World’s Columbian Exposition of 1893. 

Why go?   With 350,000 square feet of permanent exhibitions to explore, deciding what to see at the Field Museum can be a daunting task. We recommend starting in the institution's popular "Inside Ancient Egypt" exhibit, where you'll descend into a recreation of the 5,000-year-old tomb of pharaoh’s son Unis-Ankh. From there, you'll walk through an extensive assemblage of Egyptian artifacts, including one of the largest collections of mummies in the U.S.

Don’t miss:  "Bloodsuckers: Legends to Leeches," an exhibit dedicated to bloodsucking species both real and fictional.

35.  Watch the Chicago Symphony Orchestra perform

• Classical and opera
• price 3 of 4

What is it?  A world-renowned orchestra.

Why go?:  Considered one of the leading and oldest orchestras in the United States, the CSO plays a variety of enthralling music and hosts touring soloists and small ensembles as well. You can also catch special performances set to the scores of popular films like Star Wars and Harry Potter. During fall to spring, Symphony Center is home to the CSO. 

Don't miss:  The 2023/2024 season includes a visit by Grammy Award-winning violinist Joshua Bell from June 13-15.

36.  See a stellar play from the Steppenwolf Theatre

What is it?  What people think of when they hear "Chicago theater."

Why go?  Steppenwolf is known for its all-star collection of ensemble talent (folks like Laurie Metcalf, John Malkovich and Tracy Letts number among its ranks).

Don't miss:   "Little Bear Ridge Road ,"  an intimate drama about the last two estranged members of a family reuniting to sort the mess left behind after a troubled father's passing.

37.  Explore the universe at the Adler Planetarium

What is it?:  A museum dedicated to astronomy and all things outer space.

Why go?:  You'll escape the planet with exhibits about the first lunar missions, the solar system and more, plus immersive shows in the dome theater. The Doane Observatory is also home to the largest public telescope in the area, and gathers 7,000 times more light than the human eye.

Don't miss: Adler at Night, the planetarium's afterhours event that takes place from 4pm-10pm every Wednesday. Best of all, entry is free for Illinois residents.

38.  Make a pit stop at the Chicago Cultural Center

What is it? Located just around the corner from Millennium Park, this gorgeous specimen of a building is the country's first free municipal cultural center; inside, you'll find tons of programming, exhibitions, and stunning architectural flourishes to explore, as well as a gift shop stocked with goods from local artists.

Why go? Anyone spending time in the Loop should make a point to check out any ongoing programming happening at the Cultural Center, which can run the gamut from art exhibitions to massive architectural expos. And did we mention it's completely free?

Don't miss: Once you've toured the 38-foot Tiffany glass dome in Preston Bradley Hall, head to the Landmarks Gallery  on the first floor to see "The Great Chicago Fire in Focus,"  an exhibit of images detailing the destruction of the historic disaster.

39.  Get acquainted with Frank Lloyd Wright’s architecture at the Robie House

• Historic buildings and sites

What is it?   A historic house that Wright himself called "the cornerstone of modern architecture." 

Why go?   Nearby Oak Park may be a mecca for Frank Lloyd Wright enthusiasts, but you can see some of the architect's finest work without leaving the city. The Robie House in Hyde Park exemplifies Wright's signature Prairie School style, both in its external appearance and interior design. You can take a peek inside the historic home (and get some decorating ideas) by taking a tour led by the Frank Lloyd Wright Trust, offered five days a week.

Don’t miss:  The bevy of beautiful art-glass windows and the furniture (also designed by Wright). 

40.  Go back in time at the Historic Pullman Foundation Exhibit Hall

What is it?  This destination  houses exhibits about the South Side 'hood's growth and preservation. 

Why go? When businessman George Pullman started a railroad sleeping car factory on the South Side of Chicago, he built an entire town to house his employees. The industrial complex has since been designated a National Park and the Pullman Exhibit Hall is the best place to start exploring the area.

Don’t miss:  Set out on a self-guided tour of the district, which includes historic buildings featured in films like  Road to Perdition  and  The Fugitive.

41.  Get high at 360 CHICAGO

• Streeterville

What is it?  Set atop the building formerly known as the John Hancock Center, this observatory offers views of the city (and surrounding states) from 1,030 feet above the streets.

Why go?  The sights from the 94th floor can't be beat, whether you're a longtime Chicagoan or a visitor. Stick around to enjoy a cocktail at 360 CHICAGO's bar or explore some of the interactive exhibits detailing the city's history.

Don't miss:  360 CHICAGO's most terrifying attraction: TILT. Guests board a glass-enclosed platform that slowly tilts over the side of the building at a 30-degree angle. Thrill seekers will want to fork over the additional fee for a ticket. 

42.  Catch rising bands at the Empty Bottle

• Rock and indie
• Ukrainian Village

What is it?  The best damn rock club in the States.

Why go? For more than a quarter of a century, a gig at the Empty Bottle has served as a rite of passage for local and touring musicians. The nondescript club on the edge of Ukrainian Village is far from the biggest venue in town (capacity is around 300), but the folks who book it have a knack for landing rockers, electronic acts and experimental musicians on the rise. Grab an Old Style, find a spot on the stairs by the stage and take in a sure-to-be memorable show. 

Don’t miss:  A slice of pizza before (or after) the show at next door's Pizza Friendly Pizza.  

43.  Take a stroll through Chinatown

• Public spaces

What is it?   A neighborhood that serves as one of the primary hubs of Chicago's Chinese community, filled with restaurants, shops and incredible nods to East Asian architecture.

Why go?  Chinatown is a great place to mosey from shop to shop and spend some time outdoors, whether you're walking through Chinatown Square or admiring the sweeping skyline views from Ping Tom Memorial Park. 

Don't miss:   Dumplings from QYX, bubble tea from the walk-up window at Joy Yee, Peking duck from BBQ King House, cocktails at Nine Bar... the list goes on. Start at Chinatown Square and work your way south down Wentworth, passing under the street's famous gate and into its central commercial strip.

44.  Get down to house music at Smart Bar

What is it?  An ace place to lose it to house music, right in the city that invented the genre. 

Why go? In the ’80s, Chicago served as the epicenter of the creation of a new sound that still influences the work of modern hip-hop and electronic artists. If you want to experience house music, there's no more authentic environment than Smart Bar. Within the subterranean Wrigleyville club, skilled DJs, drag performers and sweaty revelers come together to the steady pulse of a house beat.

Don’t miss:   The crowded Queen dance party, which takes place nearly every Sunday night.

45.  Hear live blues at Kingston Mines

• Folk, country and blues
• Sheffield & DePaul

What is it? You have to listen to blues music when you’re in Chicago, and few places are as fun to see the blues as Kingston Mines.

Why go? The city’s largest and oldest continuously operating blues club features high-energy live blues bands performing on two stages until 4am Thursdays and Fridays and 5am on Saturdays. Whether you’re hanging with bleary-eyed tourists from Iowa or friends of the local blues guitarists on stage, it’s hard to have a bad time here.

Don’t miss: The cover grants you entry to both rooms and its two different stages.

46.  Sip suds at Half Acre Brewery Balmoral

• Lincoln Square

What is it? The far North Side warehouse where one of the city's largest breweries produces the majority of its beer.

Why go?  Half Acre Balmoral's expansive parking lot beer gaden offers room to sip signature brews like Daisy Cutter and Tome in the open air. Plus, a menu of bar foods is available for hungry drinkers. There's also an indoor taproom for the colder months. 

Don’t miss: There are beers on tap here that are exclusive to this location, so be on the lookout. 

47.  Walk through an outdoor art gallery at the 16th Street Murals

• Lower West Side

What is it? A collection of murals and street art on an old railroad embankment in Pilsen that stretches from the Chicago River to Western Avenue.

Why go?  Take a stroll across 16th Street and you'll spot murals by local artists like JC Rivera and Hebru Brantley as well as international talents like The Yok and Sheryo.

Don't miss:  An infamous painting of a severed possum by Belgian street artist ROA, located just west of 16th and Laflin Street.

48.  Tour the work of Ludwig Mies van der Rohe at the Illinois Institute of Technology

What is it?  The college's Bronzeville campus is studded with one of the country's largest collection of buildings designed by Ludwig Mies van der Rohe, the German-born steward of the Bauhaus architecture movement in Chicago. 

Why go?  Mies was a pioneering figure in American Modernism, and he completed some of his most significant work while serving as the director of the Department of Architecture at the Armour Institute of Technology. The sleek, column-free S.R. Crown Hall—which houses the present-day College of Architecture at IIT—is considered his masterpiece, and the college's entire campus has been inducted into the National Register of Historic Places. 

Don’t miss:  You can always take a self-guided tour, but the Chicago Architecture Center offers two-hour guided sessions that lead visitors through the evolution of the campus, from Mies' heyday in the mid-20th century to the more recent McCormick Tribune Campus Center designed by Pritzker Prize-winning Dutch architect Rem Koolhaas.

49.  Explore the gallery district on Chicago Avenue

• East Village

What is it?   A string of art galleries located on Chicago Avenue between Ashland Avenue and Wood Street. 

Why go?  A combination of favorable real estate, happenstance and collaborative spirit has drawn some of Chicago's finest galleries—including Matthew Rachman Gallery, DOCUMENT, Rhona Hoffman, Chicago Truborn and many others—to this multi-block stretch in West Town, creating a concentrated (and not to mention, free) tour of curated work. Plan an afternoon around the exhibitions that pique your interest, and don't forget to make a reservation at each gallery ahead of time. 

Don’t miss:  Looking to splurge on, say, a mid-century Danish sofa or a luxury cowhide rug? Make an appointment at Matthew Rachman Gallery to view the furniture collection available for sale, where you'll find items from iconic designers like Vladimir Kagan, Jens Risom and Eero Saarinen.  

50.  Watch fish swim by at Shedd Aquarium

• Zoo and aquariums

What is it?  Chicago's only aquarium, home to thousands of colorful fish and other aquatic creatures.

Why go?   Permanent exhibitions like "Wild Reef" and "Amazon" allow you to gaze at fish, stingrays, an anaconda and sharks. But the interactive experiences may be the biggest draw, allowing visitors to get up close and personal with some of the animals that live at the Shedd Aquarium and learn more about them.

Don't miss:  The internet-famous rockhopper penguins, known for exploring the Shedd (and other Chicago institutions) during lockdown in 2020. You can say hi to them in the Polar Play Zone exhibit.

51.  Take in the skyline from Promontory Point

What is it? One of the best places to sit on a rock and look at tall buildings from afar.

Why go? Just north of the Museum of Science and Industry, this man-made peninsula is a short jaunt from the Lakefront Trail. When the sun is out, it's a beloved spot for picnics, lounging and canoodling on the rock steps that line the perimeter of the point.

Don’t miss: The Promontory Point Field House, an extremely popular wedding venue that looks like a miniature castle.

52.  Have your mind blown at the Chicago Magic Lounge

What is it? A love letter to all things magic hidden behind what  appears to be a laundromat.

Why go? After three years of performances at Uptown Underground , the Chicago Magic Lounge’s brick-and-mortar manifestation opened in early 2018. The spot sports three performance spaces. There’s the front bar, where you can enjoy a drink and some sleight-of-hand. Then there’s the 120-seat Blackstone Cabaret mainstage, where ticketed shows take place, as well as a smaller back room, dubbed the 654 Club, offers up-close magic. Don’t miss: While enjoying your cocktail in the bar, check out the magician’s table built into the center of the bar itself. 

53.  Watch 30 plays in 60 minutes at the Neo-Futurarium

• Interactive

What is it? A theater where performance art is populist and fun AF. 

Why go?  You never know what you'll see when you attend the Neo-Futurists' signature show,  Infinite Wrench , but it's nearly always entertaining. The ensemble races against the clock to cram 30 miniature, two-minute plays into a 60-minute show that bristles with madcap energy. Over the course of the evening, you might witness a dramatic monologue, a funny song or simply stare at someone eating a sandwich. 

Don’t miss:  Grab a seat toward the front of the stage if you're game for interacting directly with the show's performers (their plays occasionally call for audience participation). 

54.  Double over laughing at the Second City

• Comedy clubs

What is it?  Where Bill Murray,  Tina Fey, Gilda Radner, Chris Farley and Steve Carell  cut their comedic teeth. 

Why go?   Before they joined the cast of   Saturday Night Live   or became big-screen stars, those folks above practiced their craft on the mainstage at the Second City. The venue's premiere revue features some of the institution's most talented performers in a series of loosely-connected, topical comedy sketches.

55.  Drink all the brews at the Beer Temple

• Liquor stores

What is it?  A place of worship for hops-heads.

Why go? You'll always find something new or unexpected on tap at this Avondale bar and bottle shop, which has gained a reputation for stocking the most sought-after releases from local and out-of-state brewers. 

Don’t miss:  Follow the Beer Temple on Instagram to stay on top of what's newly in-stock. If you want to get your hands on the latest brews from Hop Butcher and other hard-to-find releases, you'll need to order quickly.

56.  Take a ride on Navy Pier's Centennial Wheel

• Towers and viewpoints

What is it? : A nearly 200-foot-high Ferris wheel.

Why go?:  You won't find many sights that can rival the ones from Centennial Wheel. Riders are treated to 360-degree views of the skyline and Lake Michigan while sitting in enclosed, climate-controlled gondolas.

Don't miss:  After your ride, head to the Original Rainbow Cone at Navy Pier for a tasty sweet treat.

57.  Find something strange at Woolly Mammoth Antiques & Oddities

What is it?  A store that's not for the faint of heart and is one hell of a conversation starter.

Why go? You never know what you'll find at this popular Andersonville antique store, which prides itself on stocking items that are "resurrected from the past." Taxidermy, diving helmets, military supplies and other interesting knick-knacks typically line the shelves.

Don’t miss:  The anatomy items, medical stuff, skull bones (of all kinds) and skeletons.

58.  Add to your reading list at Pilsen Community Books

What is it?  A worker-owned bookstore, offering new and used books for in-store browsing and curbside pickup.

Why go?  You can support a local business while chipping away at your reading list by ordering something from this Pilsen shop. Submit an order online or call and talk to a human during business hours if you need a recommendation.

Don't miss:  Add a donation to the Liberation Library to your order to support the purchase of books for incarcerated youth.

59.  Explore cinematic history at Doc Films

• Independent

What is it? The University of Chicago's single-screen theater is the longest continuously running student film society in the country.

Why go? In the fall, winter and spring, this Hyde Park institution sheds light on some of the most obscure corners of film history, showcasing retrospectives of underappreciated directors, deep dives into highly specific movie genres and rarely-screened foreign films. Best of all, a ticket will only set you back $7.

Don't miss: Prefer to see something contemporary on the big screen? Stop by on Saturday nights, which are typically reserved for screenings of new and recent releases.

60.  Find some new records at Dusty Groove

• Music and entertainment

What is it?  A Wicker Park destination for discerning record nerds.

Why go? The "dusty grooves" of course refer to the wonderous global rhythms found in the smartly curated bins, sorted into Tropicalia, Afrobeat, reggae, vintage soul, French pop, blues, jazz and other genres. 

Don’t miss:  Obscure titles that you'll have a hard time finding elsewhere in the city.

61.  Watch a movie at the Music Box Theatre

What is it?  Chicago's premiere arthouse theater. 

Why go? Aside from being one of the 50 most beautiful cinemas in the world , the Music Box's screens one of the best assortments of arthouse films, documentaries and foreign language pictures in the city. And if you prefer to turn your living room into a theater,  Music Box Direct allows you to stream movies at home.

Don't miss:  Performances on the theatre organ, which is played during weekend intermissions, monthly silent film screenings and other special presentations. 

62.  Set a high score at Logan Arcade

• Logan Square

What is it? An expansive, bar-equipped arcade housed inside a former hardware store.

Why go? There are many arcade bars scattered throughout Chicago, but Logan Arcade boasts one of the largest (and best maintained) collection of games. You'll find classics like Ms. Pac-Man and Q*Bert alongside more modern machines like Mario Kart and a Jurassic Park shooter. Pinball wizards will flip over the selection of tables, including ones inspired by properties like Game of Thrones and Star Wars . Plus, you can sip a craft beer or cocktail between high-score attempts.

Don't miss: The Killer Queen cabinet, which allows two teams of five players to face off in a bee-themed battle that requires some intense cooperation to achieve victory.

63.  Have your mind blown at the Museum of Illusions

• Exhibitions

What is it?  The Chicago outpost of a chain of trippy "edutainment" destinations, packed with mind-bending photo-ops.

Why go?  You'll be able to take a ton of cool Instagram photos at the Museum of Illusions, but you'll also have a chance to learn a thing or two along the way. Staff is present to explain the psychology and science behind each of the mind-bending displays.

Don't miss:  The museum's infinity room, which surrounds guests with mirrors and shimmering lights.

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The best things to do in Chicago

Headed to Chicago? You’ve got a lot of ground to cover. This guide breaks down all the best parts of our city, from our stunning waterfronts to our bustling neighborhoods to our vibrant theatre district. Don’t leave before you check these must-sees off your list.

Eat and drink in Chicago: dive bars to Michelin stars

Gourmet to street food, Italian to Indonesian, cheap eats to fine dining. The variety of Chicago’s culinary scene is astounding. We’re home to more than 7,000 restaurants, from Michelin star winners and James Beard Award medalists to world-famous cheeseburgers and classic deep dish pizza.

Take a culinary tour of Chicago’s diverse — and delicious — dining scene. Don’t miss hot dining districts like “Restaurant Row” on Randolph Street and Fulton Market in the West Loop . The trendy area is home to some of the nation’s most celebrated chefs, including Top Chef alum Stephanie Izard and her many acclaimed spots, like Girl & the Goat .

Meanwhile, areas like Logan Square and River North continue to add buzz-worthy restaurants and bars to our bucket lists. Or eat your way around the world in our thriving international neighborhoods , like Greektown , Chinatown , Little Italy , Pilsen , and so many more.

If you want to taste a bit of everything, head to one of our popular summer food festivals. Mark your calendar for Taste of Chicago , the largest free-admission food fest in the world in July and fine-dining focused Chicago Gourmet in September. No matter where you go, make sure to sample Chicago’s most classic eats : Chicago-style hot dogs, deep dish pizza, Italian beef, and more.

Cheers to the city’s craft beer scene

Chicago is America’s craft beer capital, home to more breweries than any other city in the country. That means no visit is complete without a trip to a local taproom for a cold one (or two).

The city is home to a tons of cool breweries , from big-name brewers (Goose Island, Revolution, and Half Acre to name a few) and hip neighborhood microbreweries (Begyle, Hopewell, Off Color, and so many more). Stop by their locations to tour the facilities, chat with the brewers, sample the goods, and grab a six pack to take back home with you.

If you want to get a more thorough taste of our craft brew scene, try a tour like the Chicago Beer Experience . Or you can plan your trip around one of our annual beer festivals like the Festival of Barrel Aged Beer or Chicago Friday Night Flights .

See our award-winning skyline and iconic architecture

One of Chicago’s greatest achievements is its skyline, complete with architectural stunners such as the Wrigley Building, 875 N. Michigan Ave. (formerly the John Hancock Center), Willis Tower, and Tribune Building (with its facade punctuated with stones from historic buildings around the world, such as the Taj Mahal and Parthenon).

One of the best way to see all those modern and historic marvels? An architecture boat cruise down the Chicago River or out on Lake Michigan. Afterward, check out the Chicago Architecture Center for fascinating exhibits on the birth of the skyscraper, the impact of the Great Chicago Fire, and more.

Venture onto the glass-bottomed Ledge at Skydeck Chicago for stunning views from one of the world’s tallest buildings, the Willis Tower. Or take in panoramic views from the 94th floor at 360 CHICAGO , home to one-of-a-kind thrill ride TILT. Tip: If you get your Chicago CityPASS , you’ll save on admission and skip the ticket lines.

It’s not all about skyscrapers, though. Venture to suburban Oak Park, just 10 miles from the downtown Loop , to see more examples of the work of Frank Lloyd Wright than anywhere else in the world. Or see some of Wright’s Chicago works, like the light court inside The Rookery and the restored Robie House, a UNESCO World Heritage Site in Hyde Park .

Experience an urban oasis: miles of sandy shoreline

The lakefront is the hot place to be in the summer, as Chicagoans head to the water to run, bike, and walk along the scenic Lakefront Trail . The trail connects 24 of the city’s free public beaches , where you can swim, kayak, paddleboard, play beach volleyball, and enjoy the sun and sand. Watch wildlife at Montrose Beach , sip cocktails at lively North Avenue Beach , and watch the waves roll in at peaceful 31st Street Beach.

Tip: Rent a Divvy bike on Chicago’s 18-mile long Lakefront Trail to see more of the waterfront, or take a more leisurely stroll and snap skyline pictures along the way.

Cheer for top teams and the world’s best fan base

Chicago’s sports history runs as deep as its fans’ passion. This baseball season, take in 100+ years of history at Chicago Cubs stadium Wrigley Field , home to the 2016 World Champions and the second-oldest ballpark in the country. Head to Guaranteed Rate Field to see the Chicago White Sox , plus pre-game tailgating and nightly fireworks.

Watch two legendary teams under the same roof: Chicago Bulls , the world-famous basketball team that was once home to Michael Jordan, and Chicago Blackhawks , who have built a hockey dynasty, both call the United Center home. The Chicago Sky dominate at Wintrust Arena , and soccer clubs Chicago Fire and Chicago Red Stars are known for their wildly enthusiastic fans.

Get outdoors in our parks and gardens

Chicago is a city of green spaces — that’s why they call us “the city in a garden.” Whether you’re wandering the lakefront or venturing into the city’s diverse neighborhoods, you’ll find parks, gardens, conservatories, and more in every corner of the city.

The 606 , the 2.7-mile elevated park and trail, cuts through hip neighborhoods like Bucktown , Wicker Park , Logan Square , and Humboldt Park . It’s a favorite spot for locals, who come here to bike, run, walk, and enjoy the various parks and public spaces scattered along the trail.

At the lakefront, Grant Park’s grand boulevards and landscaped lawns make it a must-see. Just north, Maggie Daley Park , is a whimsical 20-acre green space, complete with its own mini-lighthouse, a life-sized ship, two climbing walls, a skating ribbon, picnic spaces, tennis courts, and more.

Millennium Park is an architectural and art-filled jewel, thanks to the iconic Cloud Gate sculpture (aka “The Bean” ), the interactive Crown Fountain, and the soaring beauty of the Jay Pritzker Pavilion, where you’ll find free summer concerts and movies.

On the north side, scenic Lincoln Park is home to two popular attractions: Lincoln Park Zoo and Lincoln Park Conservatory . You’ll also find Alfred Caldwell Lily Pool , a tranquil oasis filled with prairie plantings and birdsong.

Stroll down The Magnificent Mile

The 13-block stretch of Michigan Avenue, dubbed The Magnificent Mile (or Mag Mile as the locals call it), is home to hundreds of stores, from high-end designers (Burberry, Coach, Louis Vuitton, Chanel), to major brands (Banana Republic, Disney Store, Nike) to renowned department stores (Bloomingdale’s, Macy’s, Nordstrom).

Don’t know where to start? Head to retail centers like Water Tower Place , The Shops at North Bridge , and 900 N. Michigan Ave . for all the chicest shops in one place.

Take a shopping break at the area’s popular attractions, like the free art gallery inside the Historic Water Tower , Lookingglass Theatre , the renowned Museum of Contemporary Art , the opulent  Driehaus Museum , and sky-high observation deck 360 CHICAGO . Or stop off for afternoon tea at the Drake Hotel , a posh lunch at RL , an artful bite at elevated museum cafe Marisol .

Stay up for non-stop nightlife

Keep the party going all night long at Chicago’s famous bars and clubs. Go classy with craft cocktails at some of the city’s most celebrated bars, like tiki-inspired Three Dots and a Dash , Art Deco-style Celeste, modern and semi-hidden speakeasy The Violet Hour , and local distilleries CH Distillery and KOVAL .

You can also enjoy a glass at swanky wine bars, share a toast to a local team at a neighborhood sports bar, and dance the night away at trendy clubs and music venues (tip: head to Spybar to hear house music in the city where it was born). For drinks with a view, there’s no shortage of rooftop bars. Try NoMI Lounge on The Magnificent Mile , hip ROOF at theWit Hotel , and the flashy Cerise rooftop at Virgin Hotel Chicago .

Hear Chicago’s rich musical legacy

Music emanates from every corner of the city. Chicago’s history is steeped in jazz and blues, with noteworthy venues like Buddy Guy’s Legends , Kingston Mines, and Green Mill Jazz Club (founded in 1907), on every music-lovers wish list. Not to mention free music festivals the annual Jazz Festival (August/September), Blues Festival (early June), and World Music Festival (September) that draw hundreds of thousands to Chicago each year.

Other popular venues adding to the music landscape include Thalia Hall , a Pilsen landmark and indie haven, house-turned-mini-concert-venue The Hideout , and The Promontory , home to jazz, R&B, folk rock, soul, and more in Hyde Park .

Head outside to Millennium Park for lunchtime and evening performances at the nation’s only free outdoor classical music series, Grant Park Music Festival (June-August). The Millennium Park Music Series draws eclectic crowds for its alfresco summer shows — also free! — which showcase electronica, indie rock, and jazz in Millennium Park’s Jay Pritzker Pavilion.

Mega fests Lollapalooza (August) and Pitchfork (July) have been going strong in Chicago for more than a decade. And the annual  Chosen Few Picnic & Music Festival (July) honors the Chicago-born genre.

Hit up festivals and outdoor events

Chicago is a city that celebrates everything from fine art to fringe theatre, craft beer to cultural heritage — and there’s no better way to celebrate than with an epic outdoor festival.

From spring to fall, neighborhood street fests take over city blocks every weekend. Bring your appetite, especially if you’re going to the Roscoe Village Burger Fest, Windy City Smokeout , Taste of Chicago , or Chicago Gourmet .

Salsa and swing through Chicago SummerDance , the largest annual outdoor dance series in the United States. Or scan the sky for jets at the oldest and largest free air exhibition of its kind, the Chicago Air and Water Show .

Check out our festival and event guide for even more popular fests.

Explore new worlds at Chicago museums

The expansive Art Institute of Chicago , one of the oldest and largest art museums in the country, is a must for art lovers. Its permanent collection features more than 300,000 works, including the largest Impressionist collection outside Paris. Meanwhile, the Museum of Contemporary Art stages cutting-edge exhibitions, showcasing works from David Bowie to Virgil Abloh.

Nearby, Chicago’s Museum Campus brings an impressive trifecta of attractions to the lakefront: Field Museum , home to the largest creature to ever walk to earth, the Shedd Aquarium with thousands of rare and local sea creatures, and the Adler Planetarium , where visitors go on a journey through space and time. Also on the lake, the Griffin Museum of Science and Industry is the biggest science museum in the Western Hemisphere. Step inside a tornado, walk aboard a U-boat, dive into a coal mine, and beyond.

There’s also a rich variety of cultural museums, historic homes and districts, art galleries, and more to explore all around Chicago.

Experience fearless Chicago theatre

Theatre is the fearless soul of Chicago. We’re home to more than 200 stages, including five regional Tony Award-winning theatres ( Chicago Shakespeare Theater , The Goodman Theatre , Lookingglass Theatre Company , Court Theatre , and Steppenwolf Theater Company  Theater ) — more than any other city in country. And with blockbuster hits from Broadway in Chicago , acclaimed touring productions, cutting-edge works from storefront theatres, there’s truly a show for everyone.

For an evening of laughs, turn to the comedy masters at The Second City or the iO Theater, watch stand-up at Zanies Comedy Club , or grab your ponchos an immersive evening with the Blue Man Group .

And if you’re in the mood for something a little different, head to Chicago’s innovative storefront theatres, including A Red Orchid Theatre , Walkabout Theater Company , Chopin Theatre , and The Storefront Theatre .

Plan your trip around Chicago Theatre Week (February) to see top shows at discounted prices. Choose from more than 120 productions and sample the extraordinary range of theatrical offerings in Chicago.

Explore our diverse neighborhoods

The heart and soul of Chicago lives in its many vibrant neighborhoods . The city’s 77 distinct communities showcase their own flavors, customs, festivals, and attractions. From the diverse, family-friendly Edgewater , to the historic cultural institutions of Hyde Park , and the Mexican-influenced Pilsen , there’s an abundance of unique neighborhood to explore.

Chicago is a melting pot of hundreds of different ethnicities and cultures. Enjoy the cultural scene in traditionally Irish-American Bridgeport ; explore the shops, restaurants, and bars of LGBTQ-friendly Northalsted (also known as Boystown) and Swedish-influenced Andersonville ; delve into Chicago’s rich African American history in Bronzeville ; browse the Chinese and Vietnamese shops on Argyle Street in Uptown ; or grab samosas and try on a sari in “Little India” on Devon Avenue in Rogers Park .

Feel the LGBTQ+ pride

Each June, Chicago is home to some of the largest Pride celebrations in the country. And our welcoming neighborhoods and proudly displayed LGBTQ+ landmarks mean you’ll feel right at home here all year long.

Spend some time in the lively neighborhood of Boystown , the country’s oldest gay neighborhood. That’s where you’ll find the LGBTQ-owned businesses, inclusive nightlife, and the Legacy Walk honoring local LGBTQ+ history. For the ultimate Boystown experience, plan a summer trip during the neighborhood’s banner events, Chicago Pride Fest and Pride Parade (June) or Northalsted Market Days (August), which attract more than one million spectators.

The charming North Side neighborhood of Andersonville is rich in Swedish tradition and home to a diverse LGBTQ+ community. Andersonville’s main street is filled with independent, locally owned businesses, from specialty bakeries and innovative restaurants to stylish boutiques and gift shops.

From this article

Tours & Attractions

Chicago architecture center.

Skydeck Chicago

Special Event Venues

360 chicago observation deck.

The Magnificent Mile

Chicago CityPASS

Shedd Aquarium

The Field Museum

Adler Planetarium

Griffin Museum of Science and Industry

Art Institute of Chicago

Chicago’s Lakefront Trail

Sports & Recreation

Chicago cubs.

Wrigleyville

Wrigley Field

Chicago White Sox

Chicago Blackhawks

United Center

Chicago Fire Football Club

Maggie Daley Park

Wicker Park / Bucktown

Millennium Park

Lincoln Park Zoo

Lincoln Park

Lincoln Park Conservatory

Alfred Caldwell Lily Pool

The Violet Hour

KOVAL Distillery

ROOF on theWit

Buddy Guy’s Legends

Theater & Performing Arts

Museum of contemporary art.

Streeterville

Chicago Shakespeare Theater

Goodman Theatre

Steppenwolf Theatre Company

Broadway In Chicago

Meeting and Event Suppliers

The second city.

CSz Theater Chicago

Accommodations

Ambassador chicago.

The Drake Hotel

The Robey Chicago

Blue Man Group

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