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Top Chicago Group Tours

Q: What are the best in Chicago?

Chicago City Tour with Architecture River Cruise Option Chicago City Minibus Tour Small-Group Tour of Chicago Neighborhoods: North and South Side

Q: What are the top-rated in Chicago?

Chicago City Minibus Tour Chicago City Tour with Architecture River Cruise Option Small-Group Tour of Chicago Neighborhoods: North and South Side

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Chicago City Tour with Architecture River Cruise Option
Duration: 2–4 hrs
4.8/5
Great· 680 reviews
FromUS$48.95
Chicago City Minibus Tour
Duration: 2 hrs
4.9/5
Excellent· 363 reviews
FromUS$47.95
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
4.5/5
Satisfactory· 48 reviews
FromUS$125.00
Chicago: Architecture River Cruise from Michigan Avenue
Duration: 1 hr
FromUS$48.80
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
FromUS$109.46
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
FromUS$48.99
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
Spanish
FromUS$89.15
Big Bus Chicago: Hop-on Hop-off Bus Tour
Spanish
FromUS$45.03
Chicago Pizza Bus Tour Ticket
Duration: 210 mins
FromUS$80.15
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
FromUS$45.03
New York City 1-day tour from Boston
Duration: 1 day
3.5/5
· 2 reviews
5% off
Limited-time sale
FromUS$166.21US$174.96

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Trip.com Picks

Popular Chicago Tours

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Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago Favorites Ultimate Food and Walking Tour Bite into Chicago: Discover the City’s Most Iconic Food Chicago: Moonlight Paddle Tour on the Chicago River Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Chinatown Food & Culture Walking Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: River North Walking Food Tour Scenic Chicago Night Tour 'Spray Paint & Sip' urban art workshop in Chicago Millennium Park self-guided walking audio tour in Chicago Chicago: Highlights & Attractions Walking Tour Chicago River 90-Minute Architecture Tour Chicago: Loop Neighborhood Guided Walking Tour

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Reviews/Trip Moments

★

Reviews: Chicago City Tour with Architecture River Cruise Option

Guest User2025-10-20

Best tour ever!!! Avery was FANTASTIC!!! I could have ridden around with him for hours hearing about the city. Hate that it only lasted 2 hours! He really knows his history and was able to answer every question I threw at him! Trevor give this man a raise! He was awesome and I would book you guys again based on my experience with Avery!

★

Reviews: Chicago City Minibus Tour

Guest User2025-10-28

learn alot about chicago history and cultural influences on arcitecture. would have like to visit inside of some of the other places mention.

★

Reviews: Small-Group Tour of Chicago Neighborhoods: North and South Side

Guest User2025-11-05

An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained.