Page 4 - Best Tours 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: 45-Minute Family-Friendly Architecture River Cruise

1150 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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Chicago: 75-Minute Architecture Cruise by Speedboat

361 Reviews

Chicago: 75-Minute Architecture Cruise by Speedboat

Enjoy Chicago's iconic skyline with an exciting speedboat tour departing from Navy Pier. View Chicago's unique architecture and famous landmarks from the water as you listen to the live narration.

$59.44

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Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

46 Reviews

Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

Climb aboard a unique 90-minute architecture riverboat tour of the famous Chicago River. Pass by over 50 significant Chicago buildings learning about their architecture and history via a live docent.

$49.00

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Chicago: Evolution of the Skyscraper Walking Tour

8 Reviews

Chicago: Evolution of the Skyscraper Walking Tour

Chicago built some of the world’s first skyscrapers, with changing designs and technologies over time. Explore how these major developments came about, with examples from classic buildings to super-tall highrises from 1872 to the present.

$30.00

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Chicago Historic Pullman Company Town Private Walking Tour

Take a trip by train out of Chicago to America’s first company owned town 'Pullman' and now a National Monument.

$270.00

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Chicago: 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.

$30.00

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Chicago: Milwaukee Harley-Davidson Museum & Brewery Day Tour

1 Reviews

Chicago: Milwaukee Harley-Davidson Museum & Brewery Day Tour

Discover the mechanics behind how motorcycles work and learn about the iconic history of Harley-Davidson through a gallery of bikes from 1903 to the present.

$112.50

~~From $125.00~~

Chicago: Haunted Sites Self-Guided Audio Walking Tour

3 Reviews

Chicago: Haunted Sites Self-Guided Audio Walking Tour

Discover the haunted side of Chicago on a self-guided audio-walking tour. See the river walk, the streets, haunted alleys, and parks while hearing the haunted historical stories on your phone.

$6.50

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Chicago: Historic Skyscrapers Guided Walking Tour

Explore famous buildings and architecture on a walking tour in Chicago, home to some of the world's earliest skyscrapers. See why Chicago is often called "The Birthplace of the Skyscraper."

$30.00

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The Best of Chicago in 2H Walking Tour

1 Reviews

The Best of Chicago in 2H Walking Tour

Explore the best of Chicago's downtown in a 2 hours walking tour with a fun local guide, this area is famous for its bold architecture, museums and landmarks such as the Cloud Gate and the Riverwalk.

$40.00

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Chicago: Elevated Architecture Walking Tour

3 Reviews

Chicago: Elevated Architecture Walking Tour

Learn the history behind Chicago's famous elevated rail system and admire the city’s architecture on this guided walking tour. See the galleries at the Chicago Architecture Center and ride the “L.”

$36.00

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Chicago: Riverfront Buildings Interiors Guided Walking Tour

See Chicago's iconic riverfront buildings up close on a guided walking tour. Marvel at the outside of these fascinating buildings, then head inside to see stunning architecture along the river.

$35.00

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