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Top picks for Chicago Day tours

Discover 135 Day tours in Chicago on Trip.com, updated March 29, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From NZD 48.76 per person, with an average total of NZD 107.63. Choose the option that suits your plan.

With 10.339k 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: "Chicago: Architecture River Cruise Skip-the-Ticket Line", a 1-hour adventure in Chicago!

The next available day tour departs on March 30, 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

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Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2024-10-07
Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!
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Reviews: Chicago River 90-Minute Architecture Tour
Guest User2025-12-17
It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.
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Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2026-03-24
This was by far one of the best experiences I have had. It was so awesome to see the river turn green for St Patrick's Day!
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Reviews:
Guest User2025-05-02
Andy was a very entertaining guide on the speedboat, mixing in a keen sense of humor to go with his excellent knowledge of the Chicago architecture.
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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
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Reviews: Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
Guest User2025-09-16
The bus hit all of the places we wanted to see. It arrived every half hour and any stop which was very convenient.

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