Top Chicago Day Tours

Discover 100 Day tours in Chicago on Trip.com, updated February 7, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From THB 869.00 per person, with an average total of THB 2,079.48. Choose the option that suits your plan.

With 12.41k 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 round-trip|Dubuque Town + Galena Town + Grant Park", a 9-hour adventure in Chicago!

The next available day tour departs on February 8, 2026. Book now to secure your spot!

Chicago Day tours usually take about 9 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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Reviews/Trip Moments

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: 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: 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.
Reviews: The Chicago Theatre Tour Experience
Guest User2026-01-18
If in Chicago, make sure you go this tour - what a great experience. The tour guides (Jackie and the team member (sorry didn't get the name) were outstanding. So much history at The Chicago - well worth it !
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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