Top picks for Chicago Day tours
Discover 112 Day tours in Chicago on Trip.com, updated January 7, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From CAD 37.28 per person, with an average total of CAD 102.37. Choose the option that suits your plan.
With 11.982k 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 Day Tour", a 5-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 5 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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112 results for Chicago Day tours
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76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Excellent· 4 reviewsFromCAD 206.89
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromCAD 77.13CAD 81.19
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Duration: 2–3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 2 reviews5% offLimited-time saleFromCAD 50.98CAD 53.67
Learn the ins and outs of working with spray paint and stencil applicationEnglishFree cancellationFromCAD 55.17
Chicago's Architecture, Culture and HistoryDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromCAD 67.90CAD 71.48
Discover the secrets of the universe at Adler Planetarium, and more!EnglishFree cancellation4.7/5Great· 12 reviews5% offLimited-time saleFromCAD 109.81CAD 115.59
99.4% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromCAD 48.28
Discover Chicago's Prohibition past with expert local guidesDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 7 reviews5% offLimited-time saleFromCAD 77.13CAD 81.19
Explore unknown beautiful spaces that even locals walk by every dayDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 8 reviews5% offLimited-time saleFromCAD 45.76CAD 48.17
96.6% of travelers recommendDuration: 3 hrsEnglishFree cancellationBook now for today4.8/5Great· 1.9k reviewsFromCAD 117.23
Duration: 2 hrsEnglishFree cancellationBook now for todayFromCAD 544.80
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.99CAD 67.36
98% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 205 reviews5% offLimited-time saleFromCAD 46.86CAD 49.33
Enter the museum 30 minutes before public opening hoursDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 11 reviews5% offLimited-time saleFromCAD 117.78CAD 123.98
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Great· 1.6k reviewsFromCAD 67.59
Duration: 150 minsEnglishFree cancellationFromCAD 115.98
Duration: 150 minsEnglishFree cancellationFromCAD 123.93
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 18 reviews5% offLimited-time saleFromCAD 129.42CAD 136.24
FromCAD 37.28
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFromCAD 247.07CAD 260.08
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Duration: 3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 4 reviews5% offLimited-time saleFromCAD 111.11CAD 116.96
95.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 246 reviews5% offLimited-time saleFromCAD 48.19CAD 50.73
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Duration: 9 hrsEnglishFree cancellationFromCAD 142.53
Get a private link to a curated webpage with historical images and moreDuration: 1.5 hrsEnglishFree cancellation5% offLimited-time saleFromCAD 52.28CAD 55.04
Hear fascinating stories of Chicago's history, art, & cultureEnglishFree cancellationBook now for today4.4/5Good· 5 reviews5% offLimited-time saleFromCAD 109.81CAD 115.59
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Great· 4.3k reviews· 166 bookedFromCAD 62.07
Challenge your friends or family to a round of mini golf on the Putt-Putt courseDuration: 1.5 hrsEnglishFree cancellation4.4/5Good· 40 reviews5% offLimited-time saleFromCAD 42.48CAD 44.72
94% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Great· 50 reviews5% offLimited-time saleFromCAD 64.05CAD 67.43
33 consecutive positive reviewsDuration: 30 minsEnglishFree cancellation4.9/5Excellent· 96 reviews5% offLimited-time saleFromCAD 49.71CAD 52.33
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellation5.0/5Excellent· 16 reviews5% offLimited-time saleFromCAD 111.11CAD 116.96
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFromCAD 62.07
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 123.29CAD 129.78
97.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.8/5Great· 569 reviewsFromCAD 49.42
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromCAD 162.75
22 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 890 reviewsFromCAD 96.55
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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.★
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Reviews: Chicago: Art of a City, Downtown Chicago Guided Walking Tour
Guest User2025-08-01
Mandy our tour guide was excellent. Very knowledgeable about the city and its history. Her enthusiasm was impressive and helped to make the tour that much better. Highly recommend this tour with Mandy★
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Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
Guest User2025-11-22
The best way to discover the city through various attractions at a discounted price!
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