Top picks for Chicago Day tours
Discover 103 Day tours in Chicago on Trip.com, updated February 15, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From CAD 15.44 per person, with an average total of CAD 98.43. Choose the option that suits your plan.
With 11.411k 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 Loop District Food Tour with Deep Dish & Beef Sandwich", a 3-hour adventure in Chicago!
The next available day tour departs on February 16, 2026. Book now to secure your spot!
Chicago Day tours usually take about 3 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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Recommended
79 consecutive positive reviewsFree cancellationDuration: 3 hrs4.9/5Excellent· 313 reviewsFromCAD 115.59
91.4% of travelers recommendFree cancellationBook now for todayDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromCAD 66.65
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromCAD 102.15CAD 107.53
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 191 bookedFromCAD 38.09
Enter the museum 30 minutes before public opening hoursFree cancellationDuration: 2.5 hrs5.0/5Excellent· 11 reviews5% offLimited-time saleFromCAD 116.49CAD 122.63
22 consecutive positive reviewsFree cancellationBook now for todayDuration: 1.5 hrs4.7/5Very good· 55 reviews5% offLimited-time saleFromCAD 63.35CAD 66.69
Free cancellationBook now for todayDuration: 90 minsFromCAD 47.69
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationBook now for todayDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.29CAD 66.63
Behold the beautiful architecture of the Museum CampusFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFromCAD 76.29CAD 80.31
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.8/5Very good· 17 reviews5% offLimited-time saleFromCAD 121.95CAD 128.37
Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromCAD 115.21CAD 121.28
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromCAD 50.43CAD 53.09
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromCAD 61.21- Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsFree cancellationDuration: 3 hrs4.9/5Excellent· 14 reviews5% offLimited-time saleFromCAD 76.29CAD 80.31
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromCAD 61.21
Free cancellationDuration: 30–45 mins4.5/5Satisfied· 246 reviewsFromCAD 44.21
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromCAD 65.29
90.5% of travelers recommendFree cancellationEnglish4.7/5Very good· 42 reviews5% offLimited-time saleFromCAD 37.50CAD 39.48
Enjoy a fast entry process with a ticket that lets you skip the ticket officeFree cancellationDuration: 30 mins4.7/5Very good· 11 reviews5% offLimited-time saleFromCAD 42.03CAD 44.25
Free cancellationDuration: 270 mins4.5/5Satisfied· 48 reviewsFromCAD 170.01
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFromCAD 48.73
96.6% of travelers recommendFree cancellationDuration: 3 hrs4.9/5Excellent· 2k reviewsFromCAD 115.59
21 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 212 reviews5% offLimited-time saleFromCAD 46.35CAD 48.79
Duration: 1 hr5.0/5Excellent· 1 reviewFromCAD 70.10
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Reviews/Trip Moments
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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 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 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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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: Art Institute Skip-the-Line Tour with Guide
Guest User2025-09-01
Our guide was very knowledgeable and did a wonderful job curating a set of important pieces in the time we had. Megan M. delivered great information and with enthusiasm and also allowed time for questions.
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