Top Chicago Day Tours
Discover 112 Day tours in Chicago on Trip.com, updated January 5, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From JPY 3,674.00 per person, with an average total of JPY 10,795.34. Choose the option that suits your plan.
With 12.708k 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: Ultimate City Attractions Bike Tour", a 3-hour adventure in Chicago!
The next available day tour departs on January 6, 2026. Book now to secure your spot!
Chicago Day tours usually take about 3 hours — perfect for a relaxed, immersive experience!
97% 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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112 results for Chicago Day tours
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26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFromJPY 7,063
Admire panoramic views over downtown, Lake Michigan, and Navy PierDuration: 15 minsFree cancellation4.4/5Good· 100 reviews5% offLimited-time saleFromJPY 3,674JPY 3,868
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromJPY 8,819JPY 9,284
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromJPY 7,322JPY 7,708
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromJPY 7,985
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFromJPY 28,252JPY 29,739
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
Hear fascinating stories of Chicago's history, art, & cultureEnglishFree cancellationBook now for today4.4/5Good· 5 reviews5% offLimited-time saleFromJPY 12,564JPY 13,226
Enjoy a peaceful escape from the city's hustleDuration: 2 hrsEnglishFree cancellationBook now for today5% offLimited-time saleFromJPY 7,819JPY 8,231
Discover why the river flows in reverse and other engineering featsDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 1 review5% offLimited-time saleFromJPY 9,698JPY 10,209
Duration: 4 hrsEnglishFree cancellationBook now for todayFromJPY 20,301
Duration: 1 hrEnglishFree cancellationBook now for todayFromJPY 7,675
Board at the iconic Navy Pier with panoramic views of the Chicago skylineDuration: 75 minsEnglishFree cancellation4.2/5Good· 5 reviewsFromJPY 9,727
FromJPY 14,021
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Great· 4.3k reviews· 166 bookedFromJPY 7,063
FromJPY 7,081
95.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 246 reviews5% offLimited-time saleFromJPY 5,510JPY 5,800
22 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 890 reviewsFromJPY 11,772
91.2% of travelers recommendEnglishFree cancellationBook now for today4.6/5Excellent· 91 reviews5% offLimited-time saleFromJPY 6,731JPY 7,086
Duration: 2 hrsEnglishFree cancellationBook now for todayFromJPY 7,692
Duration: 2 hrsEnglishFree cancellationBook now for todayFromJPY 4,957
FromJPY 4,250
Admire the city's spectacular architecture and Prohibition Era landmarksDuration: 2 hrsEnglishFree cancellation4.5/5Excellent· 2 reviews5% offLimited-time saleFromJPY 8,227JPY 8,660
24 consecutive positive reviewsDuration: 45 minsEnglishFree cancellationBook now for today4.7/5Great· 1.4k reviews· 183 bookedFromJPY 4,395
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Great· 1.6k reviewsFromJPY 7,691
35 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 1.9k reviewsFromJPY 13,340
28 consecutive positive reviewsDuration: 30 minsEnglishFree cancellationBook now for today4.8/5Great· 92 reviews5% offLimited-time saleFromJPY 5,654JPY 5,952
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 12,641JPY 13,307
Duration: 270 minsEnglishFree cancellation4.5/5Excellent· 48 reviewsFromJPY 19,619
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromJPY 14,725JPY 15,500
Chicago's Architecture, Culture and HistoryDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromJPY 7,726JPY 8,133
Admire the towering Willis Tower and the Civic Opera BuildingDuration: 1.5 hrsEnglishFree cancellation4.0/5Good· 3 reviews5% offLimited-time saleFromJPY 8,673JPY 9,130
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 1k reviewsFromJPY 7,063
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 313 reviewsFromJPY 13,655
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromJPY 18,521
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Excellent· 4 reviewsFromJPY 23,543
FromJPY 14,125
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Duration: 9 hrsEnglishFree cancellationFromJPY 16,219
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 4,833JPY 5,088
94% of travelers recommendDuration: 1.5 hrsEnglishFree cancellationBook now for today4.7/5Great· 50 reviews5% offLimited-time saleFromJPY 7,288JPY 7,672
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Reviews: Lake Michigan Sunset Cruise in Chicago
Guest User2025-10-05
The views were amazing and the staff were friendly and entertaining. Would recommend this cruise to other travelers.★
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Reviews: Chicago: Navy Pier Centennial Wheel Ticket
Guest User2025-12-07
It's a lot of fun, and the atmosphere is very family-friendly. It's definitely a must-do activity if you're in Chicago.★
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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: 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 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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