Top picks for Chicago Day tours
Discover 103 Day tours in Chicago on Trip.com, updated February 11, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From CAD 38.20 per person, with an average total of CAD 79.72. Choose the option that suits your plan.
With 11.122k 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: "City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise", a 2-hour adventure in Chicago!
The next available day tour departs on February 12, 2026. Book now to secure your spot!
Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
February 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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103 results for Chicago Day tours
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Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFromCAD 122.46CAD 128.91
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromCAD 61.39
91.8% of travelers recommendFree cancellationDuration: 45 mins4.7/5Very good· 1.4k reviews· 189 bookedFromCAD 38.20
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromCAD 66.84
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationBook now for todayDuration: 1.5 hrs4.4/5Good· 43 reviews5% offLimited-time saleFromCAD 43.86CAD 46.17
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromCAD 61.39
24 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 250 reviews5% offLimited-time saleFromCAD 47.86CAD 50.38
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFromCAD 46.53CAD 48.98
96.6% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 2k reviewsFromCAD 115.93
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFromCAD 48.88
21 consecutive positive reviewsFree cancellationDuration: 1.5 hrs4.7/5Very good· 54 reviews5% offLimited-time saleFromCAD 63.63CAD 66.98
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFromCAD 110.35CAD 116.16
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.56CAD 66.91
79 consecutive positive reviewsFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 313 reviewsFromCAD 115.93
Enjoy a fun-filled day suitable for the whole familyBook now for todayDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromCAD 176.91CAD 186.23
76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFromCAD 204.61
27 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 27 reviews5% offLimited-time saleFromCAD 38.75CAD 40.79
28 consecutive positive reviewsFree cancellationDuration: 1 hr4.9/5Excellent· 67 reviews5% offLimited-time saleFromCAD 59.72CAD 62.87
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Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-01-11
Amazing amazing amazing had a great time with my wife here will be coming back for brunch with my wife and kid soon customer service was excellent an vibes were great would definitely recommend★
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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 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 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: Museum of Ice Cream Entry Ticket
Guest User2026-01-03
A truly wonderful experience! The entrance fee included unlimited ice cream, and it was all delicious. The photo spots were lovely, and the service was excellent. I loved it and highly recommend it.★
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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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