Top picks for Chicago Day tours

Discover 99 Day tours in Chicago on Trip.com, updated March 8, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From THB 875.91 per person, with an average total of THB 1,782.58. Choose the option that suits your plan.

With 11.844k 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: "City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise", a 2-hour adventure in Chicago!

The next available day tour departs on March 9, 2026. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

March 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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Reviews/Trip Moments

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!
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.
Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-02-21
Baylor was a fantastic guide! She took the time to answer all my questions. She clearly transmitted her love for this city and its rich history. 10/10 recommend!
Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2026-02-24
Wyatt was a great guide. Food & info along the way was excellent. Only negative was the cold wind but I knew it would be like that when I booked so I bundled up in several layers. In & out of heated locations helped a lot.
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!!
Reviews: Chicago: Magnificent Mile Tour With Optional 360 Chicago
Guest User2025-06-18
Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.