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Top picks for Chicago Tours

Q: How many Tours are available in Chicago on Trip.com?

Trip.com offers 60 Tours in Chicago

Q: What are the best Tours in Chicago?

Chicago Crime and Mob Bus Tour Chicago: Mob and Crime Bus Tour Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

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Q: Can I change or cancel my booking?

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Discover 60 Tours in Chicago on Trip.com, updated January 28, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From PHP 1,481.58 per person, with an average total of PHP 4,467.93. Choose the option that suits your plan.

With 9.606k verified reviews, Tours Chicago boast an average rating of 4.8.

This week's most popular Tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on January 29, 2026. Book now to secure your spot!

Chicago Tours usually take about 1 hours — perfect for a relaxed, immersive experience!

100% of Chicago Tours now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Tours available day tours, including seasonal favorites like Chicago River 90-Minute Architecture Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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60 results for Chicago Tours

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Recommended

Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromPHP 2,892.88
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 53 reviews
5% off
Limited-time sale
FromPHP 2,770.93PHP 2,916.77
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromPHP 4,750.64PHP 5,000.68
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 169 booked
FromPHP 2,656.72
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromPHP 2,677.30
The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour
Duration: 150 mins
English
FromPHP 5,380.72
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
FromPHP 5,598.90PHP 5,893.58
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromPHP 2,082.50
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromPHP 2,768.24PHP 2,913.94
Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
English
4.4/5
Good· 5 reviews
5% off
Limited-time sale
FromPHP 4,750.64PHP 5,000.68
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromPHP 3,332.62PHP 3,508.03
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Excellent· 15 reviews
5% off
Limited-time sale
FromPHP 5,327.78PHP 5,608.19
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Satisfied· 91 reviews
5% off
Limited-time sale
FromPHP 2,544.77PHP 2,678.71
The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
Duration: 150 mins
English
FromPHP 5,003.50
Chicago: Downtown Guided Donut Tasting Tour
Duration: 2 hrs
English
FromPHP 4,104.24
Art Institute of Chicago Private Expert Guided Tour
Duration: 2 hrs
English
FromPHP 23,320.09
Chicago: Art Institute Skip-the-Line Tour with Guide
Duration: 2.5 hrs
English
5.0/5
Excellent· 11 reviews
5% off
Limited-time sale
FromPHP 4,076.19PHP 4,290.73
Chicago: Loop Neighborhood Guided Walking Tour
Duration: 2 hrs
English
5% off
Limited-time sale
FromPHP 3,393.02PHP 3,571.61
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1 hr
English
4.9/5
Excellent· 67 reviews
FromPHP 2,738.75
Chicago: Guided Food Tasting + Bike Tour
Duration: 4 hrs
English
FromPHP 5,300.90
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 197 booked
FromPHP 1,653.07
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromPHP 5,017.66
The Field Museum of Natural History: Guided Tour + Early Access + Exhibition
English
FromPHP 4,348.66
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromPHP 5,307.26
Chicago: Downtown TV and Film Walking Tour
Duration: 2 hrs
English
FromPHP 2,627.85
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromPHP 3,272.09
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromPHP 2,409.57
Chicago: Art of a City, Downtown Chicago Guided Walking Tour
Duration: 2.5 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromPHP 2,350.15PHP 2,473.85
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromPHP 2,833.84
Chicago Bus Tour: 90-Min Sunset Tour
Duration: 90 mins
English
FromPHP 2,809.75
Chicago: Food Tour + Bike or Kayak Rental
Duration: 5 hrs
English
FromPHP 6,220.50
Chicago: Guided Food Tour + Bike or Kayak Rental
Duration: 150 mins
English
FromPHP 4,843.19
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromPHP 5,642.08
Chicago: Chinatown Food & Culture Walking Tour
Duration: 3 hrs
English
FromPHP 4,558.29
Chicago: Family & Food Guided Bike Tour
Duration: 4 hrs
English
FromPHP 4,558.29
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromPHP 3,134.49
Chicago Round-trip |Dubuque Town + Galena Town
Duration: 9 hrs
English
FromPHP 6,207.80
Hidden In Plain Sight: Chicago Prohibition Tour
Duration: 210 mins
English
FromPHP 2,564.71
Chicago Downtown: 3-Hr Guided Pizza Tour
Duration: 3 hrs
English
FromPHP 3,932.06
Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour
Duration: 3 hrs
English
FromPHP 6,841.25
Chicago: Craft Brewery Barrel Bus Tour
Duration: 225 mins
English
FromPHP 5,675.95
Chicago: Guided Haunted Tour
Duration: 1 hr
English
FromPHP 1,481.58
Chicago: Creepy Cruise
English
FromPHP 2,399.35
Scenic Chicago Night Tour
Duration: 210 mins
English
FromPHP 9,630.58
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Duration: 2 hrs
English
FromPHP 2,792.49
Chicago Pizza Bus Tour Ticket
Duration: 210 mins
English
FromPHP 5,071.63
Chicago: 48-Hour Hop-on Hop-off Bus + Architecture Cruise
English
FromPHP 5,642.08
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromPHP 7,351.44

Frequently asked questions about Chicago Tours

How many Tours are available in Chicago on Trip.com?

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What are the best Tours in Chicago?

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What are the top-rated Tours in Chicago?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?

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How can I get discounted prices?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago Mobs and Haunts Walking Tour iFLY Chicago Lincoln Park: First Time Flyer Experience Original Chicago Prohibition Tour Chicago: Loop Neighborhood Guided Walking Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Highlights & Attractions Walking Tour Chicago: 45 Minute Architectural Sightseeing Cruise Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago: Architecture River Cruise from Michigan Avenue Chicago: Museum of Ice Cream Entry Ticket Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Big Bus Chicago: Hop-on Hop-off Bus Tour Chicago River 90-Minute Architecture Tour Chicago Favorites Ultimate Food and Walking Tour

Chicago Activities Chicago Day Tours Chicago Connectivity Solutions Water Activities in Chicago Chicago Yacht Charter Chicago Group Tours Chicago Boat Tickets Chicago Surfing Food & Drink in Chicago Chicago City Pass Chicago Sports & Adventure Chicago Walking Tours Chicago Local Tour Guides Chicago Travel Essentials Boat Experiences in Chicago China Bus Tickets Guangzhou Spa & Massage Sri Lanka SIM Card Hainan SIM Card Shanghai Spa & Massage Phu Quoc Island SIM Card Naples Day Tours Xi'an Day Tours Shanghai Day Tours Uzbekistan SIM Card Private Forbidden City Tour with English Speaking Guide Bus Shared Tranfer From Huanglongjiuzhai Railway Station to Jiuzhaigou Terracotta Army Tickets Chengdu Departure: Mount Emei & Leshan Giant Buddha Private Charter Day Tour Pattaya 6996 Show 2026 Wisteria Story - Ashikaga Flower Park + Ibaraki Nemophila Fields 1-day Tour Including Admission Ticket Private tour from Lijiang: Jade Dragon Snow Mountain + Glacier Park Cableway + Blue Moon Valley The 32nd Zigong International Dinosaur Lantern Festival Chengdu Private Charter Round-Trip 89 Show Pattaya Ticket Beijing Mutianyu Great Wall 1-day tour · Daily departures at 8/9/10 AM · Round-trip ticket + admission ticket

Reviews/Trip Moments

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-12-06

Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.

★

Reviews: Chicago: Mob and Crime Bus Tour

Guest User2026-01-10

Lots of information given and the guide made it interesting. The speed of the conversation made it sometimes hard to listen

★

Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

Guest User2025-11-22

The best way to discover the city through various attractions at a discounted price!

★

Reviews: Chicago River 90-Minute Architecture Tour

Guest User2025-12-17

It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.

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