Top picks for Chicago Day tours

Discover 122 Day tours in Chicago on Trip.com, updated February 4, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From USD 10.99 per person, with an average total of USD 68.51. Choose the option that suits your plan.

With 8.394k 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 5, 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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122 results for Chicago Day tours

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Reviews/Trip Moments

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: 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!
Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Guest User2024-07-19
Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.
Reviews: Chicago: Secret Interiors Architecture Walking Tour
Guest User2026-01-11
Angel was very knowledgeable and we learned so many interesting things about the history of Chicago architecture! If you go in winter- bundle up. 90% spent outside. Overall great experience.
Reviews: Chicago: Tapas & Flamenco Dinner in Ukrainian Village
Guest User2025-05-09
Hosts Carla and Ronaldo were welcoming and warm. They are skilled in hospitality, culinary, storytelling, and dancing and made us feel transported during our fun and delicious experience in their home.
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!!