Page 9 - Best Guided 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 TV & Movie Locations Walking Tour

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this private walking tour is for you!

$320.00

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Chicago: Food Tour on Devon Avenue

Embark on a culinary journey along Devon Avenue in Chicago. Discover the rich tapestry of cultures and cuisines in one of the city's most diverse neighborhoods.

$125.00

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Chicago River: Guided Sunset Cocktail & Architecture Tour

115 Reviews

Chicago River: Guided Sunset Cocktail & Architecture Tour

Climb aboard a 90 passenger historic riverboat & sip cocktails while cruising the Chicago River! Relax and learn about the history & architecture of the city via live narration with a drink in hand.

$59.00

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Chicago: Private Architecture Tour - 3 or 6 Hours

6 Reviews

Chicago: Private Architecture Tour - 3 or 6 Hours

Discover a city known for its architectural creativity and ingenuity. Explore some of Chicago's most iconic buildings, with the option to visit Oak Park and the homes of Frank Lloyd Wright.

$780.00

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Chicago: Downtown Family Food Tour by Bike with Sightseeing

6 Reviews

Chicago: Downtown Family Food Tour by Bike with Sightseeing

Taste some of Chicago’s famous food on this bike tour around downtown. Work up an appetite while you explore the landmarks and enjoy classic snacks.

$79.99

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Chicago: Fireworks Cruise with Lake or River Viewing Options

347 Reviews

Chicago: Fireworks Cruise with Lake or River Viewing Options

Get up-close and personal to the epic Navy Pier fireworks display every Wednesday & Saturday during the Summer. Choose between viewing from either the Chicago River or Lake Michigan.

$32.00

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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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Tour Chicago LGBTQ+ Style

We offer unique guided adventures through Chicago's vibrant LGBTQ+ historic neighborhoods. Explore these districts on foot and via bus, learning about their rich history and cultural significance.

$42.50

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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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Chicago: The Devil In The White City Bus Tour

Dive into the dark history of Chicago with The Devil In The White City Bus Tour. Explore sites from Erik Larson’s bestselling book, including the infamous Murder Castle of H.H. Holmes

$59.00

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Chicago Highlights Private Walking Tour With A Guide

1 Reviews

Chicago Highlights Private Walking Tour With A Guide

Explore Chicago's architectural wonders on a walking tour, discovering iconic buildings and Art Deco treasures with insightful commentary.

$114.75

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