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Things to do in Chicago
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Top-rated activities
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4.6 out of 5 average rating, 122 reviews360 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.
4.96 out of 5 average rating, 24 reviews75 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.
4.38 out of 5 average rating, 16 reviewsColor Factory Chicago tickets
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.
4.88 out of 5 average rating, 388 reviewsChicago'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.
5 out of 5 average rating, 8 reviews60 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.
4.91 out of 5 average rating, 483 reviewsChicago 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.
4.63 out of 5 average rating, 8 reviews75 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.
4.94 out of 5 average rating, 1295 reviewsDiscover Chicago's Dazzling Architecture Interiors
See the stunning and often overlooked architecture interiors of downtown Chicago on Chicago original and best interiors tour!
4.99 out of 5 average rating, 197 reviewsWalkin' With Colin Chicago Tour du Jour
A sensational journey through the history, mystery, comedy and tragedy of The Windy City.
4.98 out of 5 average rating, 48 reviewsExplore 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.
New place to stayChicago Gangsters and Ghosts Minibus Tour
Settle into a luxury minibus with a historian guide, pass the Art Institute and ride through the Loop and River North as you hear chilling gangster and ghost stories.
New place to stayPrivate History of Chicago Walking Tour
Discover the amazing history and architecture of Chicago on a private group tour with expert guide Dave Lineal. Walking downtown, we will learn how Chicago became a global force in culture & commerce.
New place to stayButterfly House at Navy Pier tickets
Step into a tropical paradise at Navy Pier's Butterfly House. Walk among hundreds of free-flying, colorful global species, watch them emerge in the Pupa Hut, & support vital rainforest conservation.
New place to stayChicago to Milwaukee Day Trip & Brewery Tour
Ride with a seasoned bus team to the Harley-Davidson Museum, taste classic brews at Miller and sample local bites at the bustling Milwaukee Public Market.
New place to stayPremium Chicago City Tour Small Group, Landmarks
Trace riverfront landmarks, pause at the Bean and Buckingham Fountain, and stand at the Route sixty six end sign with a group travel specialist.
5 out of 5 average rating, 1 reviewsA 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 reviewsThe 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.
4.75 out of 5 average rating, 4 reviewsLake Michigan Chicago skyline cruise tickets
Enjoy unmatched views of Chicago’s skyline as you cruise Lake Michigan, soaking in iconic landmarks while learning local stories.
New place to stayChicago 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!
New place to stayPaint 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+.
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.
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