Top Chicago Day Tours
Discover 101 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 GBP 20.49 per person, with an average total of GBP 46.49. Choose the option that suits your plan.
With 11.875k 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 in a Day: Food, History & Architecture Walking Tour", a 4-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 4 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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Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFrom£61.90£65.16
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Free cancellationBook now for todayDuration: 3 hrs5.0/5Excellent· 5 reviews5% offLimited-time saleFrom£59.04£62.15
96.6% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 2k reviewsFrom£62.19
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFrom£35.86
98.1% of travelers recommendFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 211 reviews5% offLimited-time saleFrom£24.90£26.22
Free cancellationDuration: 4 hrsFrom£117.15
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFrom£27.09£28.52
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFrom£31.26£32.91
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 187 bookedFrom£20.49
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFrom£34.01£35.8
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFrom£29.18£30.72
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFrom£54.89£57.78
Enjoy a fast entry process with a ticket that lets you skip the ticket officeFree cancellationDuration: 30 mins4.7/5Very good· 11 reviewsFrom£23.77
92.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.7/5Very good· 4.3k reviews· 168 bookedFrom£33.63
26 consecutive positive reviewsBook now for todayDuration: 1 hr5.0/5Excellent· 26 reviews5% offLimited-time saleFrom£21.28£22.4
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 15 reviews5% offLimited-time saleFrom£66.94£70.47
Enjoy a fun-filled day suitable for the whole familyBook now for todayDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFrom£72.66£76.49
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFrom£33.63
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Free cancellationDuration: 5.6 hrsFrom£88.19
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFrom£26.78
From£112.10
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationBook now for todayDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFrom£60.27£63.45
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFrom£33.63
94.3% of travelers recommendFree cancellationBook now for todayDuration: 1.5 hrs4.7/5Very good· 53 reviews5% offLimited-time saleFrom£34.76£36.59
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Reviews/Trip Moments
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Reviews: Chicago in a Day: Food, History & Architecture Walking Tour
Guest User2025-11-20
Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!★
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Reviews: Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Guest User2025-09-25
Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.★
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Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2026-01-22
Awesome tour. AJ was a fab guide. The food was sensational, AH’s information and pace of the tour was just perfect. Weather was cold but not a deterrent at all.
Highly recommended!★
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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: Secret Interiors Architecture Walking Tour
Guest User2026-01-11
Angel was very knowledgeable and we learned so many interesting things about the history of Chicago architecture! If you go in winter- bundle up. 90% spent outside. Overall great experience.
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