Top Chicago Day Tours
Discover 130 Day tours in Chicago on Trip.com, updated March 4, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From KRW 16,126.00 per person, with an average total of KRW 94,717.30. Choose the option that suits your plan.
With 7.652k 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: 2-Hour Kayak Rental from North Rockwell", a 2-hour adventure in Chicago!
The next available day tour departs on March 5, 2026. Book now to secure your spot!
Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!
97% of Chicago Day tours now offer English-speaking guides
March 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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130 results for Chicago Day tours
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Enjoy a peaceful escape from the city's hustleFree cancellationDuration: 2 hrsFromKRW 75,996
Discover why the river flows in reverse and other engineering featsFree cancellationDuration: 2 hrs5.0/5Excellent· 1 reviewFromKRW 94,381
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 204 bookedFromKRW 41,746
92.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.7/5Very good· 4.3k reviews· 172 bookedFromKRW 65,600
29 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 255 reviews5% offLimited-time saleFromKRW 51,397KRW 54,103
Choose between single or tandem kayaks for your urban adventureFree cancellationDuration: 2 hrs5.0/5Excellent· 5 reviewsFromKRW 91,997
Capture stunning photos of Chicago's landmarks and skyline from the waterFree cancellationDuration: 1.5 hrs4.0/5Good· 1 reviewFromKRW 60,790
Admire the towering Willis Tower and the Civic Opera BuildingFree cancellationDuration: 1.5 hrs4.0/5Good· 3 reviewsFromKRW 84,394
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromKRW 58,555KRW 61,637
28 consecutive positive reviewsFree cancellationBook now for todayDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromKRW 54,368KRW 57,230
Enjoy a smaller historic yacht experience rather than a large shipFree cancellationDuration: 1.5 hrs4.9/5Excellent· 7 reviewsFromKRW 99,047
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromKRW 67,091
Admire the city's skyline illuminated by the moonlightFree cancellationDuration: 1.5 hrs4.2/5Good· 5 reviewsFromKRW 83,685
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 21 reviews5% offLimited-time saleFromKRW 131,489KRW 138,410
Cruise along the main branch of the Chicago River full of historic buildingsFree cancellationDuration: 1.5 hrs4.6/5Satisfied· 189 reviewsFromKRW 73,387
Admire Chicago's architecture and city lights on a beautiful summer eveningFree cancellationDuration: 45–120 mins4.2/5Good· 81 reviewsFromKRW 47,295
Free cancellationDuration: 90 minsFromKRW 67,252
Free cancellationDuration: 90 minsFromKRW 73,110
Free cancellationDuration: 75 minsFromKRW 170,308
Free cancellationDuration: 150 minsFromKRW 216,409
Discover the architectural marvels of Wicker Park on a guided walking tourFree cancellationDuration: 2 hrsFromKRW 58,699
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationDuration: 1.5 hrs4.4/5Good· 47 reviews5% offLimited-time saleFromKRW 47,096KRW 49,575
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Free cancellationDuration: 3 hrs5.0/5Excellent· 5 reviews5% offLimited-time saleFromKRW 118,487KRW 124,724
100 consecutive positive reviewsFree cancellationDuration: 90 mins4.9/5Excellent· 118 reviewsFromKRW 52,182
Duration: 1 hr5.0/5Excellent· 1 reviewFromKRW 73,767
[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";Free cancellationDuration: 5.7 hrs4.5/5Satisfactory· 4 reviewsFromKRW 220,099
Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.Free cancellationDuration: 3 hrsFromKRW 184,231
Free cancellationBook now for todayDuration: 4 hrsFromKRW 191,056
FromKRW 16,126
FromKRW 132,045
Free cancellationBook now for todayDuration: 3 hrsFromKRW 106,679
Free cancellationBook now for todayDuration: 2 hrsFromKRW 73,491
Free cancellationBook now for todayDuration: 4 hrsFromKRW 120,005
Free cancellationBook now for todayDuration: 150 minsFromKRW 125,943
Free cancellationBook now for todayDuration: 5 hrsFromKRW 132,035
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Reviews/Trip Moments
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Reviews: Chicago: History and Architecture Guided Kayak Tour
Guest User2025-07-29
Excellent experience★
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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 River 90-Minute Architecture Tour
Guest User2025-12-17
It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.★
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-02-21
Baylor was a fantastic guide! She took the time to answer all my questions. She clearly transmitted her love for this city and its rich history. 10/10 recommend!
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