Top picks for Chicago Tours
Discover 57 Tours in Chicago on Trip.com, updated January 16, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From SGD 34.69 per person, with an average total of SGD 66.98. Choose the option that suits your plan.
With 10.566k 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 17, 2026. Book now to secure your spot!
Chicago Tours usually take about 1 hours — perfect for a relaxed, immersive experience!
61% 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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57 results for Chicago Tours
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35 consecutive positive reviewsDuration: 30 minsEnglishFree cancellationBook now for today4.9/5Excellent· 98 reviews5% offLimited-time saleFromSGD 46.38SGD 48.83
90.2% of travelers recommendEnglishFree cancellation4.7/5Very good· 41 reviews5% offLimited-time saleFromSGD 35.39SGD 37.26
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Very good· 1.6k reviewsFromSGD 63.13
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Very good· 4.3k reviews· 168 bookedFromSGD 57.98
FromSGD 57.81
91.8% of travelers recommendDuration: 45 minsEnglishFree cancellation4.7/5Very good· 1.4k reviews· 195 bookedFromSGD 36.08
94.1% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 51 reviews5% offLimited-time saleFromSGD 59.78SGD 62.93
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Satisfied· 4 reviewsFromSGD 193.25
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromSGD 71.99SGD 75.78
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Duration: 2–3 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromSGD 47.59SGD 50.1
23 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromSGD 45.10
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellation5.0/5Excellent· 17 reviews5% offLimited-time saleFromSGD 103.70SGD 109.16
Explore unknown beautiful spaces that even locals walk by every dayDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 8 reviews5% offLimited-time saleFromSGD 42.71SGD 44.96
28 consecutive positive reviewsDuration: 1 hrEnglishFree cancellation4.9/5Excellent· 67 reviewsFromSGD 59.08
91.2% of travelers recommendEnglishFree cancellation4.6/5Satisfied· 91 reviews5% offLimited-time saleFromSGD 54.91SGD 57.81
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromSGD 59.72SGD 62.87
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Satisfied· 1k reviewsFromSGD 57.98
FromSGD 34.69
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromSGD 120.81SGD 127.17
90.9% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 44 reviewsFromSGD 53.95
FromSGD 62.64
Challenge your friends or family to a round of mini golf on the Putt-Putt courseDuration: 1.5 hrsEnglishFree cancellationBook now for today4.4/5Good· 42 reviews5% offLimited-time saleFromSGD 39.64SGD 41.73
98.1% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 210 reviews5% offLimited-time saleFromSGD 43.73SGD 46.04
Explore Chicago's iconic riverfront skyscrapers and historic bridgesDuration: 1.8 hrsEnglishFree cancellationFromSGD 61.84
Duration: 4 hrsEnglishFree cancellationFromSGD 165.69
Enter the museum 30 minutes before public opening hoursDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 11 reviews5% offLimited-time saleFromSGD 87.96SGD 92.59
Duration: 3 hrsEnglishFromSGD 154.49
Duration: 150 minsEnglishFromSGD 70.72
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Reviews: Flyover in Chicago: An Immersive Flying Theatre Experience
Guest User2025-12-21
It was very cool and exciting. I would add more Chicago themed attractions. MJ (Micheal Jordan) is a huge staple in Chicago and he nor the entire South Side was featured. The actual journey was a lot shorter than I expected.★
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Reviews: Chicago: Field Museum of Natural History Ticket or VIP Tour
Guest User2025-12-06
The museum is huge, packed with people, and has all kinds of exhibits. It's definitely worth a visit. I loved it!!★
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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.★
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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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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!
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