Top picks for Chicago Day tours

Discover 103 Day tours in Chicago on Trip.com, updated February 25, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From MYR 45.88 per person, with an average total of MYR 336.14. Choose the option that suits your plan.

With 836 verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Loop District Food Tour with Deep Dish & Beef Sandwich", with 313 reviews and a 4.9 rating.

Now on Trip.com: "Art Institute of Chicago Private Expert Guided Tour", a 2-hour adventure in Chicago!

The next available day tour departs on February 26, 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

February is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Loop District Food Tour with Deep Dish & Beef Sandwich.

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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103 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise
Guest User2025-10-13
Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.
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 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.
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!