Top Chicago Day Tours

Discover 101 Day tours in Chicago on Trip.com, updated January 20, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From INR 2,545.52 per person, with an average total of INR 7,043.84. Choose the option that suits your plan.

With 11.696k 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 City Day Tour", a 5-hour adventure in Chicago!

The next available day tour departs on January 21, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 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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101 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago City Day Tour
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 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.
Reviews: iFLY Chicago Lincoln Park: First Time Flyer Experience
Guest User2026-01-05
It was an indescribably wonderful experience. Anyone traveling in Chicago shouldn't miss this flight.
Reviews: Chicago: Art Institute Skip-the-Line Tour with Guide
Guest User2025-09-01
Our guide was very knowledgeable and did a wonderful job curating a set of important pieces in the time we had. Megan M. delivered great information and with enthusiasm and also allowed time for questions.
Reviews: Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Guest User2025-09-25
Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.
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