Top picks for Chicago Day tours

Discover 118 Day tours in Chicago on Trip.com, updated January 29, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From EUR 9.33 per person, with an average total of EUR 61.88. Choose the option that suits your plan.

With 8.891k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.95k reviews and a 4.9 rating.

Now on Trip.com: "Chicago Downtown + Millennium Park Day Tour in the US", a 5-hour adventure in Chicago!

The next available day tour departs on January 30, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

96% 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 Favorites Ultimate Food and Walking 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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118 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago Downtown + Millennium Park Day Tour in the US
Guest User2024-07-02
The driver was super nice, punctual, and friendly. A great experience overall, excellent service, and great value for money.
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: Field Museum of Natural History Ticket or VIP Tour
Guest User2026-01-26
The Field Museum was definitely exciting and fun. It was pretty cool seeing dinosaurs up close and learning about different cultures as well as animals. The weekends get pretty crowded with families in attendance. I would recommend visiting during the week for a quieter visit.
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: Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
Guest User2025-11-10
Worked perfectly for us. Got a great overview of the city and learned a lot. Getting off and on was easy and buses ran as scheduled. All drivers and staff were helpful and friendly. Special shout out to Candance who went above and beyond expectations!
Contact Center <br>of the year 2025
Contact Center
of the year 2025