AIRBNB EXPERIENCES

Things to do in Chicago

Book unique activities hosted by local experts on Airbnb.

Top-rated activities

View our most highly rated experiences, loved by guests.

4.59 out of 5 average rating, 98 reviews

360 Chicago - General Admission Entry

Ascend 1,000 ft in a 40-second elevator ride to soak in panoramic views of Chicago. Explore exhibits on Chicago's vibrant culture, upgrade to the TILT, and enjoy a drink at the CloudBar.

4.85 out of 5 average rating, 13 reviews

Color Factory Chicago - Ticket Only

Voted USA Today's Best Immersive Experience in 2024 and 2025, get ready to take an interactive journey through 12+ immersive art exhibits as stunning as they are colorful.

4.87 out of 5 average rating, 361 reviews

Chicago's Famous Foods & Top Attractions Walk Tour

Taste your way through Chicago on this award-winning Chicago Food & Walking Tour! Enjoy five iconic tastings—deep dish pizza, hot dogs, Italian beef, Garrett's popcorn, brownie—plus top attractions.

4.93 out of 5 average rating, 973 reviews

Paint your own street art at Studio WIP

Unleash your creativity at this art hub in Chicago’s Uptown neighborhood. Local artists will show you how to spray-paint using insider tricks, and you’ll leave with finished art. Beginners welcome.

4.91 out of 5 average rating, 475 reviews

Chicago Underground Pedway & Secret Interiors Tour

Explore Chicago's underground Pedway: hidden corridors of stained glass, quirky stories, and many secrets both underground and above, with stunning architecture and unexpected details.

4.95 out of 5 average rating, 358 reviews

Chinatown's Food & Culture Walking Tour in Chicago

Taste your way through Chicago’s Chinatown on this 1-mi award-winning Food & Culture Walking Tour! Enjoy 5 tastings—dim sum, chili chicken, lamb cumin, egg tarts, and more—plus tea & drink upgrades.

4.97 out of 5 average rating, 329 reviews

Award-winning Bikes, Bites & Views Tour - Adults

Ride through Chicago, tasting deep dish pizza, hot dogs, brownies & local beers (with VIP upgrade). This adults-only food/bike tour has day routes to Wrigley Field & night routes of top attractions.

4.99 out of 5 average rating, 192 reviews

Walkin' With Colin Chicago Tour du Jour

A sensational journey through the history, mystery, comedy and tragedy of The Windy City.

4.94 out of 5 average rating, 1291 reviews

Discover Chicago's Dazzling Architecture Interiors

See the stunning and often overlooked architecture interiors of downtown Chicago on Chicago original and best interiors tour!

4.97 out of 5 average rating, 37 reviews

Explore Chicago’s Black Culinary Heritage

In Chicago’s Hyde Park, with nearly 150 years of history, explore bold flavors, rich culture, and stories of Black natives who shaped the community and made a global impact. Stops may vary.

Latest Activities

Explore new local experiences, activities for everyone.

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A Woman's Place: The Chicago Women's History Tour

Meet the bold, brilliant women behind Chicago—from Ida B. Wells to Jeanne Gang—on a lively 2-hour downtown walk through striking spaces, secret interiors, and stories that changed the city.

5 out of 5 average rating, 1 reviews

The Alternative Downtown Chicago Tour

Explore Chicago history beyond the usual stories. Discover Tribune Tower, DuSable and Fort Dearborn, connecting local history to global perspectives. Optional tea or meal after.

5 out of 5 average rating, 2 reviews

60 min Chicago architecture cruise from Navy Pier

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 60-minute Architecture adventure.

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75 min Chicago architecture cruise - Michigan Ave

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 75-minute Architecture adventure.

5 out of 5 average rating, 2 reviews

75 min Chicago architecture cruise from Navy Pier

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 75-minute Architecture adventure.

New place to stay

90 min Chicago architecture cruise from Navy Pier

Cruise Chicago’s river and marvel at iconic skyscrapers with engaging expert stories on this 90-minute Architecture adventure.

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Explore Chicago’s skyline from Lake Michigan

Enjoy unmatched views of Chicago’s skyline as you cruise Lake Michigan, soaking in iconic landmarks while learning local stories.

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Chicago Haunted Interior Architecture Ghost Tour

Take the best ghost tour in Chicago! Go inside 6/8 old buildings, learn about what makes them haunted and what also makes them architecturally amazing!

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Paint night with a sip and paint instructor

Unwind with a guided paint session and bring your own beverages. Get creative with easy instruction in a relaxed, social setting. No experience needed, and each class features a unique painting. 18+.

5 out of 5 average rating, 4 reviews

Turn wine bottles into candles

Select a bottle, learn precise scoring and guided cutting with veteran glass cutters, then move to the wax room to blend fragrance oils and pour your soy candle as they polish the glass.

Where do locals hang out in Chicago?

Pilsen (Lower West Side)

Chicago has long attracted writers, musicians, artists, and other creatives. Take in the arts, dining, and nightlife of the Pilsen neighborhood to see firsthand where the people who live here go out to enjoy life’s finer things in areas such as the Chicago Arts District, home to National Museum of Mexican Art, the Chicago Art Department, and more.

Hyde Park (South Side)

For a low-key day, head to the South Side neighborhood of Hyde Park where you’ll find people roaming tree-lined boulevards en route to indie bookstores, under-the-radar museums, and the University of Chicago to enjoy prolific Gothic architecture.

Logan Square

Want the Wicker Park hip factor without the brunch wait lines? Check out the Logan Square neighborhood. Here you can get your fix of Michelin-rated restaurants and cocktail bars before cozying up indoors at the Logan Theatre for an indie flick. On Sundays, take a stroll through the farmers’ market that operates all year. For those who want to get hands-on, try making your own street art in a nearby studio with local artists.

What do locals eat in Chicago?

When it comes to what locals eat in Chicago, it can depend on who you ask. No one is going to tell you not to grab a slice of deep-dish pizza or a hot dog, but also that there’s more to savor than these classics. Dry-aged steaks on the Loop, West African cuisine in Bronzeville, tacos in Little Village, pierogies downtown: the food here a reflection of this multicultural Midwestern city.

The Andersonville and Argyle neighborhoods are a must when it comes to food. On Argyle Street, a cluster of Southeast Asian restaurants offer some of the best Asian food in all of the city, meanwhile in Andersonville you’ll find Turkish, Lebanese, and Swedish eats.

What is unique about Chicago’s architecture?

Chicago’s unique architecture is the result of an otherwise tragic historical event: the Great Fire of 1871 which destroyed most of the downtown buildings. By the 1880s, a group of architects called the Chicago School began to promote a new way of building known as “commercial-style” architecture characterized by steel-frame construction and large plates of glass. The result? The world got the first modern skyscraper, the Home Insurance Building, in 1885. Since then, Chicago has always been a world leader in design, with notable styles such as Chicago bungalows, two-flats, grandiose graystones, and Polish cathedrals.

Whether it’s your first visit to Chicago, or you’re a lifelong resident, there are plenty of fun architecture-related activities (both indoors and outdoors) to experience this iconic piece of Chicago history firsthand.