Top Chicago Day Tours
Discover 99 Day tours in Chicago on Trip.com, updated February 3, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From CAD 36.74 per person, with an average total of CAD 75.16. Choose the option that suits your plan.
With 14.01k 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 February 4, 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
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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FromCAD 67.00
5% offLimited-time saleFromCAD 63.38CAD 66.72
Duration: 5.7 hrsEnglish4.5/5Satisfied· 4 reviewsFromCAD 205.08
Duration: 90 minsEnglish4.7/5Very good· 4.3k reviews· 170 bookedFromCAD 61.53
Duration: 45 minsEnglish4.7/5Very good· 1.4k reviews· 195 bookedFromCAD 38.29
5% offLimited-time saleFromCAD 47.69CAD 50.2
Duration: 3 hrsEnglish4.9/5Excellent· 313 reviewsFromCAD 116.20
5% offLimited-time saleFromCAD 37.52CAD 39.5
Duration: 2–3 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromCAD 50.44CAD 53.1
Duration: 2 hrsEnglish4.9/5Excellent· 1.5k reviewsFromCAD 47.86
Duration: 3 hrsEnglish5.0/5Excellent· 17 reviews5% offLimited-time saleFromCAD 109.94CAD 115.73
5% offLimited-time saleFromCAD 102.19CAD 107.57
Duration: 2 hrsEnglish5.0/5Excellent· 8 reviews5% offLimited-time saleFromCAD 45.27CAD 47.66
Duration: 150 minsEnglishFromCAD 74.89
Duration: 2–4 hrsEnglish4.9/5Excellent· 11 reviews5% offLimited-time saleFromCAD 63.32CAD 66.66
FromCAD 61.53
Duration: 1 hrEnglish4.9/5Excellent· 67 reviews5% offLimited-time saleFromCAD 59.50CAD 62.64
FromCAD 57.20
5% offLimited-time saleFromCAD 58.21CAD 61.28
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFromCAD 115.25CAD 121.32
Duration: 2 hrsEnglish4.9/5Excellent· 211 reviews5% offLimited-time saleFromCAD 46.36CAD 48.81
5% offLimited-time saleFromCAD 76.32CAD 80.34
5% offLimited-time saleFromCAD 39.64CAD 41.73
Duration: 2–2.5 hrsEnglish4.9/5Excellent· 15 reviews5% offLimited-time saleFromCAD 124.73CAD 131.3
FromCAD 118.34
Duration: 1.5 hrsEnglish5.0/5Excellent· 1 review5% offLimited-time saleFromCAD 135.39CAD 142.52
FromCAD 62.66
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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: Chicago River 90-Minute Architecture Tour
Guest User2025-12-17
It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.★
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Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2024-10-07
Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!★
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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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