Top Chicago Day Tours
Discover 117 Day tours in Chicago on Trip.com, updated December 26, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From TRY 471.50 per person, with an average total of TRY 2,566.32. Choose the option that suits your plan.
With 5.653k verified reviews, Day tours Chicago boast an average rating of 4.7.
This week's most popular Day tours: "Chicago Crime and Mob Bus Tour ", with 1.578k reviews and a 4.7 rating.
Now on Trip.com: "1-day tour of Chicago, USA", a 5-hour adventure in Chicago!
The next available day tour departs on December 27, 2025. Book now to secure your spot!
Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
December is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Crime and Mob Bus 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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117 results for Chicago Day tours
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Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromTRY 2,177.32
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Excellent· 4 reviewsFromTRY 6,435.40
Admire the city's spectacular architecture and Prohibition Era landmarksDuration: 1.5 hrsEnglishFree cancellation4.2/5Good· 81 reviews5% offLimited-time saleFromTRY 1,996.42TRY 2,101.5
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromTRY 2,403.97TRY 2,530.5
28 consecutive positive reviewsDuration: 30 minsEnglishFree cancellation4.8/5Great· 92 reviews5% offLimited-time saleFromTRY 1,548.98TRY 1,630.51
Discover Chicago's Prohibition past with expert local guidesDuration: 2.5 hrsEnglishFree cancellation4.5/5Excellent· 8 reviews5% offLimited-time saleFromTRY 1,996.42TRY 2,101.5
Enjoy a peaceful escape from urban life in the vibrant Bridgeport neighborhoodDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 1 review5% offLimited-time saleFromTRY 2,005.07TRY 2,110.61
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Great· 1.6k reviewsFromTRY 2,102.23
24 consecutive positive reviewsDuration: 45 minsEnglishFree cancellation4.7/5Great· 1.4k reviews· 183 bookedFromTRY 1,201.28
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.4/5Good· 14 reviews5% offLimited-time saleFromTRY 4,956.93TRY 5,217.83
FromTRY 3,860.81
FromTRY 471.50
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromTRY 5,062.52
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Duration: 9 hrsEnglishFree cancellationFromTRY 4,433.28
26 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 333 reviewsFromTRY 1,501.60
Challenge your friends or family to a round of mini golf on the Putt-Putt courseDuration: 1.5 hrsEnglishFree cancellation5% offLimited-time saleFromTRY 1,324.06TRY 1,393.75
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFromTRY 1,930.62
Enjoy a fast entry process with a ticket that lets you skip the ticket officeDuration: 45 minsEnglishFree cancellation4.4/5Good· 17 reviews5% offLimited-time saleFromTRY 1,222.17TRY 1,286.5
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellation4.8/5Great· 20 reviews5% offLimited-time saleFromTRY 3,463.22TRY 3,645.5
Admire the towering Willis Tower and the Civic Opera BuildingDuration: 1.5 hrsEnglishFree cancellation5% offLimited-time saleFromTRY 2,380.42TRY 2,505.71
44 consecutive positive reviewsDuration: 2–4 hrsEnglishFree cancellation4.8/5Great· 682 reviewsFromTRY 2,100.09
Discover the secrets of the universe at Adler Planetarium, and more!EnglishFree cancellation3.9/5· 15 reviews5% offLimited-time saleFromTRY 3,422.85TRY 3,603
81 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 376 reviewsFromTRY 2,057.19
97.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.8/5Great· 569 reviewsFromTRY 1,537.21
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Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise ★
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Reviews: 1-day tour of Chicago, USA
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: Mob and Crime Bus Tour
Guest User2025-11-30
I really enjoyed the content, however, the guide spoke very fast. She was friendly, but for foreigners, she could have been slower… I think they could add a stop with some kind of drink or food during the tour…★
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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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Reviews: Flyover in Chicago: An Immersive Flying Theatre Experience
Guest User2025-11-17
Best money spent while visiting Chicago! This experience was so much fun in! Can’t wait to visit again and do the FlyOver again!!!★
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Reviews: Chicago Walk: Prohibition, Architecture & Hidden Gems
Guest User2025-08-14
I had the absolute pleasure of touring Chicago with Dash, and it was nothing short of phenomenal. Dash didn’t just recite facts—he brought the city’s architectural heritage and hidden treasures to life with a depth of knowledge and a genuine passion that made every moment memorable. His storytelling was rich, engaging, and personal, making me feel like I was experiencing Chicago through the eyes of someone who truly loves it. This wasn’t just a tour; it was an immersive journey through history, art, and culture. If you want to see the real beauty and soul of Chicago, Dash is the guide you need!
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