Top picks for Chicago Day tours

Discover 99 Day tours in Chicago on Trip.com, updated February 3, 2026, with experiences lasting from 1 to 8 hours. Find the perfect adventure for your day!

From IDR 455,223.00 per person, with an average total of IDR 1,116,989.20. Choose the option that suits your plan.

With 11.677k verified reviews, Day tours Chicago boast an average rating of 4.8.

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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on February 4, 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

February is perfect for visiting Chicago! Choose from Day tours available day tours, including seasonal hits 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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99 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago Crime and Mob Bus Tour
Guest User2025-12-06
Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.
Reviews: Chicago: Mob and Crime Bus Tour
Guest User2026-01-23
My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!
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!
Reviews: Chicago: Medieval Torture Museum Ticket with Ghost Hunting
Guest User2026-01-12
The Museum of Medieval Torture in Chicago is a real eye-opener! It features a wide range of authentic torture devices and exhibits that give you a glimpse into the darker side of history. The setup is intriguing, and the staff is super friendly, ready to share stories behind the exhibits. It’s definitely not your typical museum—think more thrilling than educational! Perfect for those who love history with a twist. Just be prepared for some graphic stuff! Overall, a fun and eerie experience that’s worth a visit.
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.
Reviews: The Chicago Theatre Tour Experience
Guest User2026-01-18
If in Chicago, make sure you go this tour - what a great experience. The tour guides (Jackie and the team member (sorry didn't get the name) were outstanding. So much history at The Chicago - well worth it !
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