Page 12 - Best Activities in Chicago

Local Recommendations from our My Guide Chicago team

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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Chicago: Riverwalk & History Walking Tour

Uncover the fascinating history & architectural marvels of Chicago on a guided tour of the Riverwalk. Learn about the city's earliest settlers, the Great Chicago Fire, impressive architecture & more..

$39.00

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Chicago: Architecture Center Exhibit Admission

12 Reviews

Chicago: Architecture Center Exhibit Admission

The Chicago Architecture Center, or CAC, is at the south end of the Magnificent Mile near the intersection of Michigan and Wacker. The CAC Exhibit Voucher gives you access to two floors of imaginative exhibits at the city's newest cultural destination!

$14.00

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Chicago's Modern Skyscrapers Guided Walking Tour

6 Reviews

Chicago's Modern Skyscrapers Guided Walking Tour

Chicago is recognized as a leader in Modern architecture, a style that revolutionized the visual world during the mid-20th century. Learn how Chicago developed the skeleton frame Modern skyscraper and gain insights into iconic Modernist Chicago buildings.

$30.00

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Chicago: Oktoberfest Malt Row Walking Brewery Tour

1 Reviews

Chicago: Oktoberfest Malt Row Walking Brewery Tour

Discover the Malt Row in the Ravenswood Neighborhood of Chicago on a walking brewery tour. Visit three breweries and enjoy reserved seating and exclusive discounts at most of the tour stops.

$25.00

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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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Chicago: American Writers Museum Flexible Date Entry Ticket

97 Reviews

Chicago: American Writers Museum Flexible Date Entry Ticket

Explore over 400 years of American writing of all genres with this entry ticket to the American Writers Museum. Benefit from a flexible entry date and see the interactive Nation of Writers Gallery.

$0.00

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Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

44 Reviews

Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

Climb aboard Windy, Chicago's official Tall Ship Ambassador, and experience breathtaking views from the water on this tall ship cruise. Sail along Lake Michigan and learn about Chicago's architecture.

$49.99

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Best Seller

Chicago: Explorer 30+ Attractions Pass Including the SkyDeck

374 Reviews

Chicago: Explorer 30+ Attractions Pass Including the 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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Chicago: Winter Loop Walking Tour (with indoor stops!)

Embark on an unforgettable journey as we explore the vibrant Loop district. Admire the towering skyscrapers and warm up inside some of the city's most breathtaking public buildings and lobbies.

$39.00

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Chicago: Instagram Tour of the Most Famous Spots

Explore the city of Chicago in style on an all-inclusive Instagram tour. Capture the most Instagram-worthy spots of the Windy City, including the Chicago Mural, Cloud Gate, Millennium Park, and more.

$855.00

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Chicago: Architecture Boat Tour with Drinks

334 Reviews

Chicago: Architecture Boat Tour with Drinks

Experience the iconic scenery, skyscrapers, and architecture of Chicago on a guided boat cruise through the heart of the city. Pass by the Willis Tower, Wrigley Building, Tribune Tower, and more.

$39.00

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