Top picks for Chicago Day tours

Discover 135 Day tours in Chicago on Trip.com, updated March 27, 2026, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From CAD 37.70 per person, with an average total of CAD 69.78. Choose the option that suits your plan.

With 9.973k verified reviews, Day tours Chicago boast an average rating of 4.7.

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: "Small Group Max 12: Chicago Architecture and Aesthetics Tour", a 1-hour adventure in Chicago!

The next available day tour departs on March 28, 2026. Book now to secure your spot!

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

100% of Chicago Day tours now offer English-speaking guides

March 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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135 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Lake Michigan Skyline Cruise in Chicago
Guest User2024-09-13
Every seat on the boat brought exceptional views! The recorded tour guide gave wonderful information and facts about the scenery
Reviews: Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
Guest User2026-03-03
Was a good bus tour. Only downside was how cold it was but to be fair, it was late February! The driver was very cool, telling us things about the city and the stops, adding to the audio commentary you already get This is the 2nd time I did this tour, I visited Chicago last October too
Reviews: Chicago Walking Tour: A Walk Through Time
Guest User2025-11-04
A very fun and educational tour! David was our tour guide and he was very knowledgeable. I learned so much about the architectural history of Chicago. What a beautiful city!
Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
Guest User2025-11-22
The best way to discover the city through various attractions at a discounted price!