Top picks for Chicago Day tours
Discover 101 Day tours in Chicago on Trip.com, updated February 4, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From CAD 36.68 per person, with an average total of CAD 77.14. Choose the option that suits your plan.
With 14.05k 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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!
The next available day tour departs on February 5, 2026. Book now to secure your spot!
Chicago Day tours usually take about 1 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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101 results for Chicago Day tours
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Recommended
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromCAD 66.84
21 consecutive positive reviewsFree cancellationDuration: 1.5 hrs4.7/5Very good· 54 reviews5% offLimited-time saleFromCAD 63.28CAD 66.62
79 consecutive positive reviewsFree cancellationDuration: 3 hrs4.9/5Excellent· 313 reviewsFromCAD 115.93
24 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 250 reviews5% offLimited-time saleFromCAD 47.61CAD 50.12
Free cancellationBook now for todayDuration: 2 hrsFromCAD 42.98
90.5% of travelers recommendFree cancellationEnglish4.7/5Very good· 42 reviews5% offLimited-time saleFromCAD 37.46CAD 39.44
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromCAD 50.36CAD 53.02
34 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 1.5k reviewsFromCAD 47.75
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFromCAD 109.79CAD 115.57
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromCAD 102.03CAD 107.41
Explore unknown beautiful spaces that even locals walk by every dayFree cancellationBook now for todayDuration: 2 hrs5.0/5Excellent· 8 reviews5% offLimited-time saleFromCAD 45.21CAD 47.59
76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFromCAD 204.61
Free cancellationDuration: 150 minsFromCAD 74.78
Free cancellationDuration: 2 hrsFromCAD 66.87
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 170 bookedFromCAD 61.39
91.8% of travelers recommendFree cancellationDuration: 45 mins4.7/5Very good· 1.4k reviews· 195 bookedFromCAD 38.20
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.23CAD 66.56
28 consecutive positive reviewsFree cancellationDuration: 1 hr4.9/5Excellent· 67 reviews5% offLimited-time saleFromCAD 59.42CAD 62.55
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromCAD 61.39
Free cancellationDuration: 90 minsFromCAD 36.68
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromCAD 65.48
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFromCAD 58.13CAD 61.19
Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromCAD 115.08CAD 121.14
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviewsFromCAD 57.12
98.1% of travelers recommendFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 211 reviews5% offLimited-time saleFromCAD 46.30CAD 48.74
Free cancellationBook now for todayDuration: 4 hrsFromCAD 175.38
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFromCAD 109.53CAD 115.3
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromCAD 61.10
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 43.67CAD 45.97
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFromCAD 46.32CAD 48.76
96.6% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 2k reviewsFromCAD 115.40
Enjoy a fun-filled day suitable for the whole familyDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromCAD 176.10CAD 185.37
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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: Mob and Crime Bus Tour
Guest User2026-01-23
My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!★
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Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Guest User2024-07-19
Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.★
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-01-22
Baylor was an excellent guide all around, knowledgeable and funny. This is a nice walking tour around the Loop downtown, takes about 1.5 hours. It was great to see the architecture and an added bonus that we were able to take inspiration of places to return to for drinks or shows.
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