Top picks for Chicago Day tours
Discover 86 Day tours in Chicago on Trip.com, updated December 26, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From EUR 9.33 per person, with an average total of EUR 56.21. Choose the option that suits your plan.
With 11.835k verified reviews, Day tours Chicago boast an average rating of 4.7.
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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!
The next available day tour departs on December 27, 2025. Book now to secure your spot!
Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!
80% of Chicago Day tours now offer English-speaking guides
December 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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86 results for Chicago Day tours
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Admire the city's spectacular architecture and Prohibition Era landmarksDuration: 1.5 hrsEnglishFree cancellationBook now for today4.3/5Good· 80 reviews5% offLimited-time saleFrom€39.50€41.58
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFrom€47.56€50.07
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellationBook now for today4.7/5Great· 1.6k reviewsFrom€41.56
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFrom€43.04
From€76.32
44 consecutive positive reviewsDuration: 2–4 hrsEnglishFree cancellationBook now for today4.8/5Great· 682 reviewsFrom€41.52
24 consecutive positive reviewsDuration: 45 minsEnglishFree cancellation4.7/5Great· 1.4k reviews· 183 bookedFrom€23.75
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.4/5Good· 14 reviews5% offLimited-time saleFrom€98.06€103.23
Discover Chicago's Prohibition past with expert local guidesDuration: 2.5 hrsEnglishFree cancellationBook now for today4.5/5Excellent· 8 reviews5% offLimited-time saleFrom€39.53€41.62
100 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.9/5Excellent· 118 reviewsFrom€29.69
Enjoy a fast entry process with a ticket that lets you skip the ticket officeDuration: 45 minsEnglishFree cancellationBook now for today4.7/5Great· 11 reviews5% offLimited-time saleFrom€24.20€25.48
From€29.68
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 17 reviews5% offLimited-time saleFrom€39.46€41.54
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFrom€152.49€160.52
From€75.56
Duration: 150 minsFree cancellationBook now for todayFrom€172.96
Duration: 1 hrEnglishFree cancellationBook now for todayFrom€41.39
Duration: 4 hrsEnglishFree cancellationFrom€109.48
From€38.16
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellationBook now for today4.7/5Great· 4.3k reviews· 155 bookedFrom€38.17
93.7% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.8/5Great· 301 reviews5% offLimited-time saleFrom€29.71€31.28
Hear the stories that made Chicago through engaging digital commentaryEnglishFree cancellationBook now for today4.2/5Good· 91 reviews5% offLimited-time saleFrom€36.30€38.22
Admire the city's spectacular architecture and Prohibition Era landmarksDuration: 2 hrsEnglishFree cancellation3.8/5· 4 reviews5% offLimited-time saleFrom€44.37€46.71
Learn what tragic story is covered by Chicago River's watersDuration: 120 minsEnglishFrom€9.33
Duration: 150 minsEnglishFree cancellationFrom€46.71
5% offFrom€39.33€41.4
5% offFrom€36.98€38.93
From€30.30
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Reviews: Chicago: Mob and Crime Bus Tour
Guest User2025-11-30
I really enjoyed the content, however, the guide spoke very fast. She was friendly, but for foreigners, she could have been slower… I think they could add a stop with some kind of drink or food during the tour…★
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Reviews: Chicago: Ultimate City Attractions Bike Tour
Guest User2025-09-15
Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. 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 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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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!
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