Top Chicago Day Tours

Discover 136 Day tours in Chicago on Trip.com, updated November 8, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From €1.01 per person, with an average total of €73.57. Choose the option that suits your plan.

With 16.572k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Architecture River Cruise", with 4.695k reviews and a 4.9 rating.

Now on Trip.com: "Chicago: Underground Pedway & Downtown Secrets Walking Tour", a 2-hour adventure in Chicago!

The next available day tour departs on November 9, 2026. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

53% of Chicago Day tours now offer English-speaking guides

November is the perfect time to visit Chicago! Choose from 136 available day tours, including seasonal favorites like Chicago Architecture River Cruise.

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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136 results for Chicago Day tours

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RecommendedAttractions (47380)Shows & events (2)Boat tours (36)Culture & history (57)Food & drink (25)Outdoor & sports (2)Day tours (136)Water activities (7)Nature & wildlife (1)City sightseeing (57)Travel photography (3)Aerial tours (2)SIM card (35)Visas (7)Boat tickets (1)

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Reviews/Trip Moments

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Reviews: Chicago: Underground Pedway & Downtown Secrets Walking Tour
Guest User2026-10-09
Very interesting visit of the city. Our guide show us so many cool things and details that I would never have noticed by just walking around. I highly recommand!
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Reviews: Chicago Architecture Boat Tour & Hop-on Hop-off Bus Tour
Guest User2026-08-25
The HOHO was perfect! The first stop was across the street from our hotel so that was great, we got off at Navy Pier and had dinner there. Hopped off at Millinium Park to see the “bean” and walked through the park to see other things on display. The architecture boat tour was very good, our Guide talked about the buildings architects and how the buildings became to be. He also told us a bit about the rivers history, very informative.
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2026-10-30
Thank you for a great intro to the city and lots of great historical stories! I was on my own in the city and I really enjoyed it

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