Top Chicago Day Tours
Discover 111 Day tours in Chicago on Trip.com, updated January 7, 2026, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!
From JPY 4,395.00 per person, with an average total of JPY 8,952.35. Choose the option that suits your plan.
With 13.599k verified reviews, Day tours Chicago boast an average rating of 4.8.
This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.
Now on Trip.com: "Chicago: City Minibus Tour with Optional Architecture Cruise", a 4-hour adventure in Chicago!
The next available day tour departs on January 8, 2026. Book now to secure your spot!
Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
January is the perfect time to visit Chicago! Choose from Day 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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111 results for Chicago Day tours
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Recommended
Duration: 270 minsEnglishFree cancellation4.5/5Excellent· 48 reviewsFromJPY 19,586
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromJPY 7,268JPY 7,651
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellationBook now for today4.7/5Great· 4.3k reviews· 166 bookedFromJPY 7,063
91.8% of travelers recommendDuration: 45 minsEnglishFree cancellationBook now for today4.7/5Great· 1.4k reviews· 193 bookedFromJPY 4,395
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellationBook now for today4.7/5Great· 1.6k reviewsFromJPY 7,691
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromJPY 7,985
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· 40 reviews5% offLimited-time saleFromJPY 4,858JPY 5,114
33 consecutive positive reviewsDuration: 30 minsEnglishFree cancellationBook now for today4.9/5Excellent· 96 reviews5% offLimited-time saleFromJPY 5,683JPY 5,983
35 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 1.9k reviewsFromJPY 13,340
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFromJPY 7,063
Duration: 150 minsEnglishFree cancellationFromJPY 13,220
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 1k reviewsFromJPY 7,063
97.2% of travelers recommendDuration: 90 minsEnglishFree cancellationBook now for today4.8/5Great· 569 reviewsFromJPY 5,624
94% of travelers recommendDuration: 1.5 hrsEnglishFree cancellationBook now for today4.7/5Great· 50 reviews5% offLimited-time saleFromJPY 7,324JPY 7,710
95.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 246 reviews5% offLimited-time saleFromJPY 5,510JPY 5,800
99.4% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromJPY 5,494
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 313 reviewsFromJPY 13,655
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 16 reviews5% offLimited-time saleFromJPY 12,704JPY 13,373
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromJPY 18,184JPY 19,142
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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. ★
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Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2025-10-13
Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.★
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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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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 architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise
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