Top picks for Chicago Day tours
Discover 100 Day tours in Chicago on Trip.com, updated January 28, 2026, with experiences lasting from 1 to 8 hours. Find the perfect adventure for your day!
From AED 99.94 per person, with an average total of AED 240.60. Choose the option that suits your plan.
With 13.574k 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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!
The next available day tour departs on January 29, 2026. Book now to secure your spot!
Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
January 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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100 results for Chicago Day tours
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Recommended
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Very good· 1.6k reviewsFromAED 179.98
21 consecutive positive reviewsDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 54 reviews5% offLimited-time saleFromAED 172.22AED 181.29
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Satisfied· 4 reviewsFromAED 550.95
25 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 893 reviewsFromAED 257.11
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromAED 204.58AED 215.35
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 15 reviews5% offLimited-time saleFromAED 297.80AED 313.48
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Duration: 2–3 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromAED 137.07AED 144.29
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 313 reviewsFromAED 312.17
90.5% of travelers recommendEnglishFree cancellation4.7/5Very good· 42 reviews5% offLimited-time saleFromAED 101.91AED 107.28
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellation5.0/5Excellent· 17 reviews5% offLimited-time saleFromAED 298.68AED 314.41
34 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromAED 128.56
Explore unknown beautiful spaces that even locals walk by every dayDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 8 reviews5% offLimited-time saleFromAED 122.99AED 129.47
Discover the secrets of the universe at Adler Planetarium, and more!EnglishFree cancellation4.7/5Very good· 13 reviews5% offLimited-time saleFromAED 295.55AED 311.11
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromAED 172.01AED 181.07
Explore the birthplace of an American icon through legendary motorcycles and immersive exhibits at the Harley Davidson MuseumDuration: 8 hrsEnglishFree cancellationFromAED 459.12
Explore Midtown landmarks including Rockefeller Center and Times SquareDuration: 1 dayEnglishFree cancellation5.0/5Excellent· 1 review5% offLimited-time saleFromAED 606.76AED 638.7
Chicago's Architecture, Culture and HistoryDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromAED 146.00AED 153.69
Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Duration: 3 hrsEnglishFree cancellation5.0/5Excellent· 5 reviews5% offLimited-time saleFromAED 298.68AED 314.41
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviewsFromAED 689.81
FromAED 99.94
Discover horrific instruments of torture, interrogation, and executionEnglishFree cancellation4.7/5Very good· 7 reviews5% offLimited-time saleFromAED 126.09AED 132.73
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromAED 348.32AED 366.66
97.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.8/5Very good· 569 reviewsFromAED 131.61
Enter the museum 30 minutes before public opening hoursDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 11 reviews5% offLimited-time saleFromAED 253.30AED 266.64
90.9% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 44 reviewsFromAED 155.36
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Very good· 4.3k reviews· 169 bookedFromAED 165.29
91.8% of travelers recommendDuration: 45 minsEnglishFree cancellation4.7/5Very good· 1.4k reviews· 197 bookedFromAED 102.85
Challenge your friends or family to a round of mini golf on the Putt-Putt courseDuration: 1.5 hrsEnglishFree cancellation4.4/5Good· 42 reviews5% offLimited-time saleFromAED 118.70AED 124.95
24 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 249 reviews5% offLimited-time saleFromAED 129.68AED 136.51
26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Satisfied· 433 reviewsFromAED 165.29
96.6% of travelers recommendDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 2k reviewsFromAED 312.17
Enjoy a fun-filled day suitable for the whole familyDuration: 1.5 hrsEnglish5.0/5Excellent· 1 review5% offLimited-time saleFromAED 360.09AED 379.05
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromAED 433.41
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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: Mob and Crime Bus Tour
Guest User2026-01-23
My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!★
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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: Delicious Donuts & City Sights: Chicago's Original Donut Tour
Guest User2026-01-20
We had a great time touring Chicago with our guide, Nick. He was personable and knowledgeable, and kept the conversation interesting for the whole family (mom + 3 kids ages 12, 10 and 7). It was legit FREEZING the morning of our tour with windchill -20 or so, but Nick knew plenty of places to take a break and warm up before venturing back into the cold. The donuts were amazing - each of the four of us had a different favorite - and the variety was impressive. My main advice is to eat 1/4 of each donut at the most - you will run out of room!! Thanks again to Underground for a fun experience with the kids.★
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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: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-01-11
Amazing amazing amazing had a great time with my wife here will be coming back for brunch with my wife and kid soon customer service was excellent an vibes were great would definitely recommend
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