Top picks for Chicago Day tours

Discover 112 Day tours in Chicago on Trip.com, updated January 2, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From PHP 1,619.23 per person, with an average total of PHP 4,261.11. Choose the option that suits your plan.

With 11.017k 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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on January 3, 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

January 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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112 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise
Reviews: Chicago: Mob and Crime Bus Tour
Guest User2025-11-30
I really enjoyed the content, however, the guide spoke very fast. She was friendly, but for foreigners, she could have been slower… I think they could add a stop with some kind of drink or food during the tour…
Reviews: 1-day tour of Chicago, USA
Guest User2024-07-02
The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.
Reviews: Flyover in Chicago: An Immersive Flying Theatre Experience
Guest User2025-11-17
Best money spent while visiting Chicago! This experience was so much fun in! Can’t wait to visit again and do the FlyOver again!!!
Reviews: Chicago: Field Museum of Natural History Ticket or VIP Tour
Guest User2025-07-27
As a German, an American museum is unusual. While I was genuinely interested in the exhibits, many of the American tourists seemed primarily interested in being loud and taking selfies. The exhibits were still very interesting, though!