Top Chicago Day Tours
Discover 99 Day tours in Chicago on Trip.com, updated February 15, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From EUR 19.65 per person, with an average total of EUR 48.60. Choose the option that suits your plan.
With 11.317k 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 Downtown + Millennium Park Day Tour in the US", a 5-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 5 hours — perfect for a relaxed, immersive experience!
93% 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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76 travelers savedFree cancellationDuration: 5.7 hrs4.5/5Satisfied· 4 reviewsFrom€126.44
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Free cancellationDuration: 9 hrsFrom€87.10
25 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 251 reviews5% offLimited-time saleFrom€29.49€31.05
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFrom€63.21€66.54
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€68.01€71.59
Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFrom€71.29€75.05
Explore Chicago's iconic riverfront skyscrapers and historic bridgesFree cancellationDuration: 1.8 hrsFrom€40.46
96.6% of travelers recommendFree cancellationDuration: 3 hrs4.9/5Excellent· 2k reviewsFrom€71.64
Chicago Shoreline Cruise Admission (Included in Price)Free cancellationDuration: 4 hrs5.0/5Excellent· 3 reviews5% offLimited-time saleFrom€151.24€159.2
Free cancellationDuration: 30–45 mins4.5/5Satisfied· 246 reviewsFrom€27.40
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 saleFrom€26.01€27.38
48-hour hop-on hop-off bus tour covering Chicago's top landmarksFree cancellationBook now for todayEnglish4.4/5Good· 5 reviews5% offLimited-time saleFrom€67.22€70.76
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.8/5Very good· 17 reviews5% offLimited-time saleFrom€75.46€79.44
Admire panoramic views over downtown, Lake Michigan, and Navy PierFree cancellationDuration: 15 mins4.4/5Good· 100 reviews5% offLimited-time saleFrom€19.65€20.69
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFrom€31.20€32.85
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 saleFrom€39.16€41.23
91.2% of travelers recommendFree cancellationEnglish4.6/5Satisfied· 91 reviews5% offLimited-time saleFrom€36.01€37.91
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFrom€31.20€32.85
Behold the beautiful architecture of the Museum CampusFree cancellationBook now for todayDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFrom€47.21€49.7
Climb the Cloud Buster, dig for dinosaur bones, or design skyscrapers in SkylineFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFrom€20.00€21.06
92.2% of travelers recommendFree cancellationDuration: 90 mins4.7/5Very good· 4.3k reviews· 170 bookedFrom€38.13
91.8% of travelers recommendFree cancellationDuration: 45 mins4.7/5Very good· 1.4k reviews· 195 bookedFrom€23.72
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 saleFrom€27.07€28.5
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFrom€38.13
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFrom€41.51
Discover horrific instruments of torture, interrogation, and executionFree cancellationEnglish4.7/5Very good· 7 reviews5% offLimited-time saleFrom€28.71€30.23
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Free cancellationDuration: 3 hrs5.0/5Excellent· 17 reviews5% offLimited-time saleFrom€68.12€71.71
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFrom€30.36
21 consecutive positive reviewsFree cancellationDuration: 1.5 hrs4.7/5Very good· 54 reviews5% offLimited-time saleFrom€39.27€41.34
27 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 27 reviews5% offLimited-time saleFrom€24.04€25.31
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Reviews/Trip Moments
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Reviews: Chicago Downtown + Millennium Park Day Tour in the US
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.★
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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 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: 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 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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