Top picks for Chicago Day tours
Discover 102 Day tours in Chicago on Trip.com, updated January 18, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From JPY 1,683.00 per person, with an average total of JPY 11,483.59. Choose the option that suits your plan.
With 4.176k verified reviews, Day tours Chicago boast an average rating of 4.8.
This week's most popular Day tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.945k reviews and a 4.8 rating.
Now on Trip.com: "Chicago City Day Tour", a 5-hour adventure in Chicago!
The next available day tour departs on January 19, 2026. Book now to secure your spot!
Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
January is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits like Chicago Favorites Ultimate Food and Walking 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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102 results for Chicago Day tours
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76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Satisfied· 4 reviewsFromJPY 23,720
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromJPY 8,860JPY 9,327
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Duration: 2–3 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromJPY 5,852JPY 6,160
Duration: 2 hrsEnglishFree cancellationBook now for todayFromJPY 7,834
Explore Chicago's iconic riverfront skyscrapers and historic bridgesDuration: 1.8 hrsEnglishFree cancellationFromJPY 7,591
FromJPY 7,108
96.6% of travelers recommendDuration: 3 hrsEnglishFree cancellation4.8/5Very good· 1.9k reviewsFromJPY 13,440
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromJPY 7,345JPY 7,732
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromJPY 14,857JPY 15,639
48-hour hop-on hop-off bus tour covering Chicago's top landmarksEnglishFree cancellation4.4/5Good· 5 reviews5% offLimited-time saleFromJPY 12,606JPY 13,270
21 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 247 reviews5% offLimited-time saleFromJPY 5,531JPY 5,823
26 consecutive positive reviewsDuration: 1 hrEnglish5.0/5Excellent· 26 reviews5% offLimited-time saleFromJPY 4,502JPY 4,739
91.2% of travelers recommendEnglishFree cancellation4.6/5Satisfied· 91 reviews5% offLimited-time saleFromJPY 6,752JPY 7,108
Explore unknown beautiful spaces that even locals walk by every dayDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 8 reviews5% offLimited-time saleFromJPY 5,252JPY 5,529
Duration: 270 minsEnglishFree cancellation4.5/5Satisfied· 48 reviewsFromJPY 19,767
28 consecutive positive reviewsDuration: 1 hrEnglishFree cancellation4.9/5Excellent· 67 reviewsFromJPY 7,266
98.1% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 211 reviews5% offLimited-time saleFromJPY 5,377JPY 5,661
Duration: 150 minsEnglishFree cancellationFromJPY 14,242
Duration: 150 minsEnglishFree cancellationFromJPY 13,268
27 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromJPY 5,535
FromJPY 62,462
EnglishFree cancellationFromJPY 11,506
Enter the museum 30 minutes before public opening hoursDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 11 reviews5% offLimited-time saleFromJPY 10,817JPY 11,387
Admire the architectural grandeur of historic buildings in the LoopDuration: 2 hrsEnglishFree cancellation5% offLimited-time saleFromJPY 9,004JPY 9,478
Duration: 5 hrsEnglishFree cancellationBook now for todayFromJPY 14,073- Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 14 reviewsFromJPY 9,327
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromJPY 7,640
Duration: 3 hrsEnglishFromJPY 19,219
Duration: 150 minsEnglishFromJPY 8,449
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Chicago River 45-Minute Architecture Tour from Magnificent MileBig Bus Chicago: Hop-on Hop-off Bus TourChicago: Classic Food & Walking Tour with Free Bike or KayakChicago: Loop Neighborhood Guided Walking TourChicago Mobs and Haunts Walking TourChicago: Field Museum of Natural History Ticket or VIP TouriFLY Chicago Lincoln Park: First Time Flyer ExperienceOriginal Chicago Prohibition TourMillennium Park self-guided walking audio tour in ChicagoChicago: Moonlight Paddle Tour on the Chicago RiverChicago: Museum of Ice Cream Entry TicketChicago River 90-Minute Architecture TourChicago: 45 Minute Architectural Sightseeing CruiseChicago: 2-Hour Kayak Rental from BridgeportChicago Favorites Ultimate Food and Walking Tour
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Reviews: Chicago City Day Tour
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.★
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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: Magnificent Mile Tour With Optional 360 Chicago
Guest User2025-06-18
Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.About
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