Top Chicago Day Tours

Discover 135 Day tours in Chicago on Trip.com, updated November 15, 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 €86.06. Choose the option that suits your plan.

With 6.712k 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: "Best of Chicago: Premium Small Group City Tour", a 1-hour adventure in Chicago!

The next available day tour departs on November 16, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

66% of Chicago Day tours now offer English-speaking guides

November is the perfect time to visit Chicago! Choose from 135 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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135 results for Chicago Day tours

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RecommendedAttractions (48229)Shows & events (2)Boat tours (35)Culture & history (54)Food & drink (25)Outdoor & sports (2)City sightseeing (57)Water activities (7)Nature & wildlife (1)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: Hop-on Hop-off Tour by Open-top Bus with 11 Stops
Guest User2026-10-26
Months after the experience and I still continue to think of the wonderful experience with our driver Candace! My new cousin Candace was a fun host to Chicago, when the weather did not permit the views she made sure to help us see the bright side if it all. We made a point to go back once the day was better and her guidance throughout the city, pictures she made sure we got are our favorite!
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Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2026-10-12
Really good trip overall, good guide, timing spot on. But difficult to find though,
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Reviews: Chicago: Ultimate City Attractions Bike Tour
Guest User2026-10-08
Had a great time on this bike tour with our guide Liam! My daughter & I wanted to see some of Chicago so this was a great way to do that! Weather was perfect & got some beautiful pictures & information about Chicago history along with it.

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