Top Chicago Day Tours
Discover 103 Day tours in Chicago on Trip.com, updated March 5, 2026, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!
From JPY 4,334.00 per person, with an average total of JPY 9,285.46. Choose the option that suits your plan.
With 12.654k verified reviews, Day tours Chicago boast an average rating of 4.7.
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: City Minibus Tour with Optional Architecture Cruise", a 4-hour adventure in Chicago!
The next available day tour departs on March 6, 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
March is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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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Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationBook now for todayDuration: 2–4 hrs4.9/5Excellent· 12 reviews5% offLimited-time saleFromJPY 7,316JPY 7,702
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 22 reviews5% offLimited-time saleFromJPY 14,098JPY 14,840
Behold the beautiful architecture of the Museum CampusFree cancellationDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFromJPY 8,761JPY 9,223
Board at the iconic Navy Pier with panoramic views of the Chicago skylineFree cancellationDuration: 75 mins4.2/5Good· 5 reviewsFromJPY 9,663
90.4% of travelers recommendFree cancellationBook now for todayEnglish4.6/5Satisfied· 94 reviews5% offLimited-time saleFromJPY 6,683JPY 7,035
Explore Chicago's iconic architecture on foot,Free cancellationBook now for todayDuration: 4.5 hrs5.0/5Excellent· 19 reviews5% offLimited-time saleFromJPY 14,799JPY 15,578
28 consecutive positive reviewsFree cancellationBook now for todayDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromJPY 5,791JPY 6,096
79 consecutive positive reviewsFree cancellationDuration: 3 hrs4.9/5Excellent· 313 reviewsFromJPY 13,340
48-hour hop-on hop-off bus tour covering Chicago's top landmarksFree cancellationBook now for todayEnglish4.4/5Good· 5 reviews5% offLimited-time saleFromJPY 12,474JPY 13,131
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Free cancellationBook now for todayDuration: 2–3 hrs5.0/5Excellent· 2 reviews5% offLimited-time saleFromJPY 5,829JPY 6,136
90.7% of travelers recommendFree cancellationEnglish4.7/5Very good· 43 reviews5% offLimited-time saleFromJPY 4,334JPY 4,563
91.4% of travelers recommendFree cancellationDuration: 90–120 mins4.7/5Very good· 1.6k reviewsFromJPY 7,691
91.8% of travelers recommendFree cancellationBook now for todayDuration: 45 mins4.7/5Very good· 1.4k reviews· 204 bookedFromJPY 4,416
92.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.7/5Very good· 4.3k reviews· 172 bookedFromJPY 6,939
Challenge your friends or family to a round of mini golf on the Putt-Putt courseFree cancellationDuration: 1.5 hrs4.4/5Good· 47 reviews5% offLimited-time saleFromJPY 5,021JPY 5,286
97.2% of travelers recommendFree cancellationBook now for todayDuration: 90 mins4.8/5Very good· 569 reviewsFromJPY 5,651
26 consecutive positive reviewsFree cancellationDuration: 90 mins4.6/5Satisfied· 433 reviewsFromJPY 7,097
Free cancellationDuration: 30–45 mins4.5/5Satisfied· 246 reviewsFromJPY 5,126
96.5% of travelers recommendFree cancellationBook now for todayDuration: 3 hrs4.8/5Very good· 2k reviewsFromJPY 13,404
28 consecutive positive reviewsDuration: 1 hr5.0/5Excellent· 28 reviews5% offLimited-time saleFromJPY 4,460JPY 4,695
90.9% of travelers recommendFree cancellationDuration: 1.5 hrs4.7/5Very good· 44 reviews5% offLimited-time saleFromJPY 6,243JPY 6,572
Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.Free cancellationDuration: 3 hrsFromJPY 19,801
Free cancellationDuration: 270 mins4.5/5Satisfied· 48 reviewsFromJPY 19,713
29 consecutive positive reviewsFree cancellationBook now for todayDuration: 2 hrs4.9/5Excellent· 255 reviews5% offLimited-time saleFromJPY 5,480JPY 5,769
Enjoy a fun-filled day suitable for the whole familyDuration: 1.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFromJPY 20,399JPY 21,473
91% of travelers recommendFree cancellationDuration: 90 mins4.6/5Satisfied· 1k reviewsFromJPY 7,097
Discover the secrets of the universe at Adler Planetarium, and more!Free cancellationEnglish4.7/5Very good· 13 reviews5% offLimited-time saleFromJPY 11,743JPY 12,362
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Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2026-03-02
It was great!! I learned a lot about the city and was able to see all the sites that I wanted.★
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Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-03-02
We had a great time, the service was excellent, and my partner was so happy to celebrate her birthday. Thank you so much!★
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Reviews: Chicago: Ultimate City Attractions Bike Tour
Guest User2025-09-15
Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!★
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Guest User2025-05-02
Andy was a very entertaining guide on the speedboat, mixing in a keen sense of humor to go with his excellent knowledge of the Chicago architecture.★
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Reviews: Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
Guest User2026-03-03
Was a good bus tour. Only downside was how cold it was but to be fair, it was late February! The driver was very cool, telling us things about the city and the stops, adding to the audio commentary you already get This is the 2nd time I did this tour, I visited Chicago last October too★
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Reviews: Chicago in a Day: Food, History & Architecture Walking Tour
Guest User2026-03-03
So Interesting… Dash was very knowledgeable telling stories about all aspects of this varied tour..food was well chosen and delicious
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