Top picks for Chicago Day tours
Discover 99 Day tours in Chicago on Trip.com, updated February 10, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From CAD 36.93 per person, with an average total of CAD 77.79. Choose the option that suits your plan.
With 13.026k 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: Magnificent Mile Tour With Optional 360 Chicago", a 3-hour adventure in Chicago!
The next available day tour departs on February 11, 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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99 results for Chicago Day tours
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90.5% of travelers recommendFree cancellationEnglish4.7/5Very good· 42 reviews5% offLimited-time saleFromCAD 37.67CAD 39.66
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromCAD 50.68CAD 53.35
79 consecutive positive reviewsFree cancellationDuration: 3 hrs4.9/5Excellent· 313 reviewsFromCAD 115.31
24 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 250 reviews5% offLimited-time saleFromCAD 47.88CAD 50.41
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 169 bookedFromCAD 61.06
Free cancellationBook now for todayDuration: 2 hrsFromCAD 43.04
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromCAD 66.48
Explore unknown beautiful spaces that even locals walk by every dayFree cancellationDuration: 2 hrs5.0/5Excellent· 8 reviews5% offLimited-time saleFromCAD 45.47CAD 47.87
21 consecutive positive reviewsFree cancellationDuration: 1.5 hrs4.7/5Very good· 54 reviews5% offLimited-time saleFromCAD 63.66CAD 67.02
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromCAD 102.64CAD 108.05
39 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 1.5k reviewsFromCAD 47.49
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFromCAD 110.42CAD 116.24
76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFromCAD 203.51
91.8% of travelers recommendFree cancellationDuration: 45 mins4.7/5Very good· 1.4k reviews· 187 bookedFromCAD 37.99
Free cancellationBook now for todayDuration: 2 hrsFromCAD 66.95
Free cancellationDuration: 150 minsFromCAD 75.15
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.60CAD 66.95
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromCAD 50.68CAD 53.35
Free cancellationDuration: 90 minsFromCAD 36.93
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFromCAD 58.46CAD 61.54
Explore Chicago's iconic architecture on foot,Free cancellationDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromCAD 115.76CAD 121.86
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromCAD 54.57CAD 57.45
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFromCAD 65.13
98.1% of travelers recommendFree cancellationDuration: 2 hrs4.9/5Excellent· 211 reviews5% offLimited-time saleFromCAD 46.56CAD 49.02
Free cancellationDuration: 4 hrsFromCAD 176.40
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFromCAD 121.99CAD 128.42
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromCAD 61.53
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationDuration: 1.5 hrs4.4/5Good· 43 reviews5% offLimited-time saleFromCAD 43.70CAD 46
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFromCAD 46.35CAD 48.79
96.6% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 2k reviewsFromCAD 116.20
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFromCAD 48.99
Enjoy a fun-filled day suitable for the whole familyDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromCAD 176.24CAD 185.52
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Chicago River 90-Minute Architecture TourOriginal Chicago Prohibition TourChicago: Field Museum of Natural History Ticket or VIP TourBig Bus Chicago: Hop-on Hop-off Bus TourChicago: Museum of Ice Cream Entry TicketiFLY Chicago Lincoln Park: First Time Flyer ExperienceChicago: 45 Minute Architectural Sightseeing CruiseChicago: Classic Food & Walking Tour with Free Bike or KayakChicago: Guided Highlights Tour + SkyDeck + Architecture CruiseChicago: Loop Neighborhood Guided Walking TourChicago Mobs and Haunts Walking TourChicago Favorites Ultimate Food and Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent MileChicago: Highlights & Attractions Walking TourChicago: Architecture River Cruise from Michigan Avenue
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Reviews: Chicago: Field Museum of Natural History Ticket or VIP Tour
Guest User2026-01-26
The Field Museum was definitely exciting and fun. It was pretty cool seeing dinosaurs up close and learning about different cultures as well as animals. The weekends get pretty crowded with families in attendance. I would recommend visiting during the week for a quieter visit.★
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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 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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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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