Top Chicago Day Tours

Discover 102 Day tours in Chicago on Trip.com, updated February 4, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From USD 28.00 per person, with an average total of USD 62.30. Choose the option that suits your plan.

With 11.199k 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 Downtown + Millennium Park Day Tour in the US", a 5-hour adventure in Chicago!

The next available day tour departs on February 5, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

February 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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Reviews/Trip Moments

Reviews: Chicago Downtown + Millennium Park Day Tour in the US
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: Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
Guest User2025-11-10
Worked perfectly for us. Got a great overview of the city and learned a lot. Getting off and on was easy and buses ran as scheduled. All drivers and staff were helpful and friendly. Special shout out to Candance who went above and beyond expectations!
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.
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: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2026-01-11
Amazing amazing amazing had a great time with my wife here will be coming back for brunch with my wife and kid soon customer service was excellent an vibes were great would definitely recommend
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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