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Top picks for Chicago Day tours

Discover 103 Day tours in Chicago on Trip.com, updated April 14, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From BRL 58.65 per person, with an average total of BRL 364.26. Choose the option that suits your plan.

With 931 verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Lake Michigan Sunset Cruise in Chicago", with 433 reviews and a 4.6 rating.

Now on Trip.com: "Chicago: Architecture River Cruise Skip-the-Ticket Line", a 1-hour adventure in Chicago!

The next available day tour departs on April 15, 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

April is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Lake Michigan Sunset Cruise in Chicago.

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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103 results for Chicago Day tours

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Chicago River 45-Minute Architecture Tour from Magnificent MileChicago: Museum of Ice Cream Entry TicketiFLY Chicago Lincoln Park: First Time Flyer ExperienceChicago: 2-Hour Kayak Rental from BridgeportChicago: Moonlight Paddle Tour on the Chicago RiverChicago: Classic Food & Walking Tour with Free Bike or KayakChicago: Architecture River Cruise from Michigan AvenueChicago: Loop Neighborhood Guided Walking TourChicago River 90-Minute Architecture TourChicago Loop District Food Tour with Deep Dish & Beef SandwichChicago Favorites Ultimate Food and Walking TourChicago: Highlights & Attractions Walking TourChicago: Canine CruiseChicago: Architecture Foundation Center River Cruise aboard Chicago's First LadyChicago: Architecture River Cruise from Navy Pier
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Reviews/Trip Moments

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Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2026-04-09
Great tour on a lovely cold but sunny Easter afternoon. Our guide was fantastic. Informative but also funny and entertaining. We learned a lot and had a great time. Would recommend to anyone.
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Reviews: iFLY Chicago Lincoln Park: First Time Flyer Experience
Guest User2026-04-04
It's a shame that so much is geared towards ripping people off. If you want to take off during the two one-minute flights, it costs an extra $20, and you have to do that twice. Otherwise, you're kept on the ground and just hover above the net. It's simply unfortunate that you only find this out when you arrive. But unfortunately, that's intentional, so it doesn't seem so expensive.
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Reviews: Lake Michigan Sunset Cruise in Chicago
Guest User2025-10-05
The views were amazing and the staff were friendly and entertaining. Would recommend this cruise to other travelers.
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Reviews: Chicago: Ultimate City Attractions Bike Tour
Guest User2026-04-07
It was a great tour with a great guide (Liam), perfect introduction to Chicago
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Reviews: Chicago: Museum of Ice Cream Entry Ticket
Guest User2026-03-27
It was really nice my baby girl loved it and I’m a icecream lover so to try different flavors was grand I’ll be back soon

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