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Top Picks for Chicago

Q: What are the best in Chicago?

Signature dishes of Chicago bike tour Ultimate city bike tour in Chicago Chicago Crime and Mob Bus Tour

Q: What are the top-rated in Chicago?

Chicago Walking Tour: Historic Treasures of Chicago Chicago Favorites Ultimate Food and Walking Tour Chicago: City Minibus Tour with Optional Architecture Cruise

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Trip.comChicago

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Signature dishes of Chicago bike tour
󱩳Ride around Chicago as you listen to an expert guide
English
FromUS$89.99
Ultimate city bike tour in Chicago
󱩳Spot all of Chicago's top sights on a guided bike tour
English
FromUS$10.99
Chicago Crime and Mob Bus Tour

91.3% of travelers recommend
Duration: 90–120 mins
Free cancellation
4.7/5
Great· 1.6k reviews
FromUS$49.00
Chicago River 90-Minute Architecture Tour

92.2% of travelers recommend
Duration: 90 mins
Free cancellation
4.7/5
Great· 4.3k reviews· 152 booked
FromUS$45.00
Chicago River 45-Minute Architecture Tour from Magnificent Mile
󱲌
24 consecutive positive reviews
Duration: 45 mins
Free cancellation
Book now for today
4.7/5
Great· 1.4k reviews· 177 booked
FromUS$28.00
Chicago Walking Tour: Historic Treasures of Chicago
󱲌
26 consecutive positive reviews
Duration: 2 hrs
Free cancellation
4.9/5
Excellent· 333 reviews
FromUS$35.00
Chicago: Architecture River Cruise Skip-the-Ticket Line

94.3% of travelers recommend
Duration: 75 mins
Free cancellation
Book now for today
4.8/5
Great· 87 reviews
5% off
Limited-time sale
FromUS$45.30US$47.69
Chicago Favorites Ultimate Food and Walking Tour

96.6% of travelers recommend
Duration: 3 hrs
Free cancellation
Book now for today
4.9/5
Excellent· 1.9k reviews
FromUS$84.99
Chicago: Mob and Crime Bus Tour
󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
Duration: 1.5 hrs
Free cancellation
4.3/5
Good· 77 reviews
5% off
Limited-time sale
FromUS$46.39US$48.84
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
Free cancellation
FromUS$34.00
Chicago: City Minibus Tour with Optional Architecture Cruise
󱩳Create memories at 3 amazing photo stops, including one of the Chicago skyline
Duration: 2–4 hrs
Free cancellation
4.9/5
Excellent· 17 reviews
5% off
Limited-time sale
FromUS$46.35US$48.79
Chicago: Taste of Chinatown Food Walking Tour
󱩳Learn about the vibrant history of Chicago's Chinatown
Duration: 2.5 hrs
Free cancellation
4.8/5
Great· 21 reviews
5% off
Limited-time sale
FromUS$80.48US$84.72
Chicago in a Day: Explore Food, History, and Iconic Architecture
󱲌
100 consecutive positive reviews
Duration: 5 hrs
Free cancellation
4.9/5
Excellent· 1.1k reviews
FromUS$100.95
Chicago: Museum of Ice Cream Entry Ticket
󱩳Challenge your friends or family to a round of mini golf on the Putt-Putt course
Duration: 1.5 hrs
Free cancellation
Book now for today
5% off
Limited-time sale
FromUS$30.77US$32.39
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

97.2% of travelers recommend
Duration: 90 mins
Spanish
Free cancellation
Book now for today
4.8/5
Great· 569 reviews
FromUS$35.83
Chicago: Griffin Museum of Science and Industry Ticket
󱩳Experience the fun of seeing the Apollo 8 capsule which circled the moon in 1968
Free cancellation
4.2/5
Good· 39 reviews
5% off
Limited-time sale
FromUS$24.56US$25.86
Chicago Lake and River Architecture Tour

91% of travelers recommend
Duration: 90 mins
Free cancellation
4.6/5
Satisfactory· 1k reviews
FromUS$45.00
Chicago: Field Museum of Natural History Ticket or VIP Tour

92.3% of travelers recommend
Korean
Free cancellation
4.7/5
Great· 52 reviews
5% off
Limited-time sale
FromUS$27.46US$28.91
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
󱲌
24 consecutive positive reviews
Duration: 150 mins
Free cancellation
4.9/5
Excellent· 96 reviews
FromUS$49.96
Chicago: Gangsters and Ghosts Guided Walking Tour

93.5% of travelers recommend
Duration: 2 hrs
Free cancellation
4.8/5
Great· 291 reviews
5% off
Limited-time sale
FromUS$34.01US$35.81

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Day tours (95)Travel photography (2)Wi-Fi & SIM cards (24)City pass (8)Visas (3)Cultural experiences (4)Boat experiences (10)Local cuisine (3)Food & drink (3)Food & drink (3)Sports experiences (1)Outdoor experiences (1)Transport (2)

Frequently asked questions about Chicago

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What are the top-rated in Chicago?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

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

Chicago Walking Tours Chicago Group Tours Chicago City Pass Chicago Travel Essentials Water Activities in Chicago Chicago Activities Chicago Local Tour Guides Chicago Surfing Food & Drink in Chicago Chicago Day Tours Chicago Boat Tickets Chicago Yacht Charter Chicago Sports & Adventure Boat Experiences in Chicago Chicago Connectivity Solutions Guangzhou Spa & Massage Shanghai Activities China Bus Tickets Istanbul Spa & Massage Vietnam SIM Card Shanghai Day Tours Shenzhen Spa & Massage Beijing Day Tours Shanghai Spa & Massage Macau Restaurant Discounts Bus Shared Tranfer From Huanglongjiuzhai Railway Station to Jiuzhaigou|Tikect is available Trip to Mutianyu Great Wall by ZANBUS 08:00/09:00/10:00 Departure+15:00/16:00/17:00 Return Beijing Mutianyu Great Wall 1-day tour · Daily departures at 8/9/10 AM · Round-trip ticket + admission ticket Bangkok Space Cube Terracotta Army Tickets Shanghai Romance Park: Performance Ticket One-Day Zhangjiajie Private Tour of Fenghuang and Furong Old Town One-day tour from Chengdu to Bipenggou: Private tour from Lijiang: Jade Dragon Snow Mountain + Glacier Park Cableway + Blue Moon Valley Shanghai must-visit route: Oriental Pearl Radio & Television Tower + Huangpu River night cruise, Chinese group 1-day tour

Reviews/Trip Moments

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-10-01

It was a really good tour, and Jay, our tour guide, was really knowledgeable about the gangster days. She told is many stories about how things were and how things happened. Well worth the time and money.

★

Reviews: Chicago River 90-Minute Architecture Tour

Guest User2025-07-20

Please change speakers on the top deck. It's ear splittingly loud if you are unfortunate to sit anywhere near it. 90 decibels for a 90 minute cruise resulted in ears ringing all night. The tour guide himself was fantastic though. If you upgrade your speakers to higher fidelity ones rather than jbl you won't require such high volume.

★

Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile

Guest User2024-10-07

Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!

★

Reviews: Chicago Walking Tour: Historic Treasures of Chicago

Guest User2025-11-03

Great tour with Paul S - highly recommend. I went midweek at 1pm and it was just the two of us. He has an incredible memory and talked about the buildings for 2 hours straight and I was never bored. He also shared personal stories about watching the buildings change over the decades he’s lived in Chicago. When we entered the Palmer hotel he made sure to take me up the back escalators so the stunning room unfolded in front of me at the top. I would definitely do another walking tour through CAC next time I visit. Thank you, Paul!

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