Best Experiences in Chicago

Local Recommendations from our My Guide Chicago team

Discover the best experiences in Chicago curated by local experts. Explore the hidden gems and must-see attractions of the Windy City.

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Best Seller

Chicago: Explorer Pass Save up to 50% - includes SkyDeck

374 Reviews

Chicago: Explorer Pass Save up to 50% - includes SkyDeck

Save up to 50%* on admission to 2-10 top Chicago attractions with Go City's Explorer Pass. Choose from over 30 options including 360 Chicago, Shoreline River Cruise, Skydeck Chicago, and much more.

$84.00

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Best Seller

Chicago: Small-Group Night Tour w/ Skydeck & Skyline Cruise

42 Reviews

Chicago: Small-Group Night Tour w/ Skydeck & Skyline Cruise

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

$204.00

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Best Seller

Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus

1049 Reviews

Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus

Explore Chicago at your own pace with a Big Bus hop-on hop-off tour or sunset tour. See Chicago's landmarks including Willis Tower, Navy Pier, and Magnificent Mile from an open-top double-decker bus.

$49.50

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Best Seller

Chicago: Museum of Ice Cream Entry Ticket

150 Reviews

Chicago: Museum of Ice Cream Entry Ticket

Enjoy a fully immersive experience at the Museum of Ice Cream, delivering joy and entertainment for the whole family. Savor signature ice cream flavors and sweet treats as you explore the museum.

$31.97

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Best Seller

Chicago: Mob and Crime Bus Tour

689 Reviews

Chicago: Mob and Crime Bus Tour

Explore Chicago on a Crime and Mob Bus Tour. Escape into the city's underworld and learn about infamous gangsters and mobsters like Al Capone and John Dillinger.

$49.00

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Best Seller

Chicago River: 1.5-Hour Guided Architecture Cruise

5863 Reviews

Chicago River: 1.5-Hour Guided Architecture Cruise

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

$44.00

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Best Seller

Chicago: 45-Minute Family-Friendly Architecture River Cruise

1515 Reviews

Chicago: 45-Minute Family-Friendly Architecture River Cruise

Cruise down the Chicago River and see the city’s most spectacular landmarks on a boat cruise with live, family-friendly commentary and a full-service bar on board.

$28.00

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Best Seller

Chicago: Gangsters and Ghosts Guided Walking Tour

1279 Reviews

Chicago: Gangsters and Ghosts Guided Walking Tour

Embark on a history-based guided walking tour and discover the stories of Chicago’s gangsters and ghosts. Learn about the city’s darker side and creepy past as you explore the Chicago Loop district.

$35.00

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Best Seller

Chicago: Attraction Pass with Shedd Aquarium-Save up to 50%*

358 Reviews

Chicago: Attraction Pass with Shedd Aquarium-Save up to 50%*

Save up to 50%* on unlimited entry to 30+ Chicago attractions with Go City. Visit 360 Chicago and Skydeck Chicago for the views, explore Shedd Aquarium, enjoy an Architectural River Cruise and more!

$129.00

From

Best Seller

Chicago: Navy Pier Centennial Wheel Ticket

1723 Reviews

Chicago: Navy Pier Centennial Wheel Ticket

Soar to heights of nearly 200 feet over Navy Pier, with unparalleled, 360-degree views of Chicago and Lake Michigan. Experience the iconic Chicago skyline.

$21.30

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Best Seller

Chicago: 360 Chicago Observation Deck General Admission

2321 Reviews

Chicago: 360 Chicago Observation Deck General Admission

Skip the ticket purchase desk to enjoy the best panoramic views of Chicago, 94 stories above the Windy City. Enjoy stunning lake views and close-up vistas of Chicago’s amazing skyscrapers.

$30.00

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