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Top picks for Chicago Tours

Discover 57 Tours in Chicago on Trip.com, updated March 21, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From SGD 35.88 per person, with an average total of SGD 61.40. Choose the option that suits your plan.

With 6.318k verified reviews, Tours Chicago boast an average rating of 4.6.

This week's most popular 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 22, 2026. Book now to secure your spot!

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

32% of Chicago Tours now offer English-speaking guides

March is the perfect time to visit Chicago! Choose from 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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57 results for Chicago 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: 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: Architecture River Cruise Skip-the-Ticket Line
Guest User2026-03-14
This was an awesome ride! I enjoyed the commentary, there were some interesting structures that weren't mentioned that I wish were like a few objects near the pier stop. overall a great trip

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