Top picks for Chicago Day tours
Discover 113 Day tours in Chicago on Trip.com, updated December 29, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From EUR 8.51 per person, with an average total of EUR 60.19. Choose the option that suits your plan.
With 9.966k 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 4.344k reviews and a 4.7 rating.
Now on Trip.com: "Chicago in a Day: Food, History & Architecture Walking Tour", a 4-hour adventure in Chicago!
The next available day tour departs on December 30, 2025. Book now to secure your spot!
Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!
95% of Chicago Day tours now offer English-speaking guides
December is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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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113 results for Chicago Day tours
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Recommended
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellationBook now for today4.7/5Great· 1.6k reviewsFrom€41.63
24 consecutive positive reviewsDuration: 45 minsEnglishFree cancellationBook now for today4.7/5Great· 1.4k reviews· 183 bookedFrom€23.79
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFrom€79.87€84.08
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFrom€43.11
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFrom€152.49€160.52
Duration: 4 hrsEnglishFree cancellationFrom€109.56
44 consecutive positive reviewsDuration: 2–4 hrsEnglishFree cancellation4.8/5Great· 682 reviewsFrom€41.59
Admire the towering Willis Tower and the Civic Opera BuildingDuration: 1.5 hrsEnglishFree cancellation4.0/5Good· 3 reviews5% offLimited-time saleFrom€47.05€49.53
94% of travelers recommendDuration: 1.5 hrsEnglishFree cancellationBook now for today4.7/5Great· 50 reviews5% offLimited-time saleFrom€39.53€41.62
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFrom€47.60€50.11
100 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.9/5Excellent· 118 reviewsFrom€29.74
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
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 10 reviews5% offLimited-time saleFrom€98.15€103.32
From€75.67
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFrom€38.23
Duration: 1 hrEnglishFree cancellationBook now for todayFrom€41.42
Board at the iconic Navy Pier with panoramic views of the Chicago skylineDuration: 75 minsEnglishFree cancellation4.2/5Good· 5 reviewsFrom€64.70
From€76.45
From€38.22
93.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.8/5Great· 295 reviews5% offLimited-time saleFrom€29.73€31.3
22 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 890 reviewsFrom€63.71
Hear the stories that made Chicago through engaging digital commentaryEnglishFree cancellationBook now for today4.2/5Good· 89 reviews5% offLimited-time saleFrom€36.30€38.22
Admire the city's spectacular architecture and Prohibition Era landmarksDuration: 2 hrsEnglishFree cancellation4.5/5Excellent· 2 reviews5% offLimited-time saleFrom€44.37€46.71
Duration: 2 hrsEnglishFree cancellationBook now for todayFrom€41.62
Duration: 90 minsEnglishFree cancellationBook now for todayFrom€22.93
Duration: 2 hrsEnglishFree cancellationBook now for todayFrom€26.75
From€38.34
Duration: 3 hrsEnglishFrom€106.95
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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 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 in a Day: Food, History & Architecture Walking Tour
Guest User2025-11-20
Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!★
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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 Highlights Walking Tour with Skydeck & Cruise
Guest User2025-04-14
The tour was excellent Andrew did a wonderful job. He was very knowledgeable about Chicago history the buildings. Both experiences the sky deck, and the boat were great too. Highly recommend the tour just make sure to wear warm coat and comfortable shoes.
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