Top picks for Chicago Tours

Discover 59 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 HKD 210.12 per person, with an average total of HKD 635.54. Choose the option that suits your plan.

With 13.309k verified reviews, Tours Chicago boast an average rating of 4.8.

This week's most popular Tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 rating.

Now on Trip.com: "Chicago City Day Tour", a 5-hour adventure in Chicago!

The next available day tour departs on January 3, 2026. Book now to secure your spot!

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

62% of Chicago Tours now offer English-speaking guides

January 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.

Search attractions or local attractions & tours
Top Picks
Available Today
Available Tomorrow

59 results for Chicago Tours

1
2
3

Frequently asked questions about Chicago Tours

How many Tours are available in Chicago on Trip.com?

What are the best Tours in Chicago?

What are the top-rated Tours in Chicago?

What are the recommended itineraries in Chicago?

How can I contact Trip.com customer support?

Can I change or cancel my booking?

How can I get discounted prices?

Reviews/Trip Moments

Reviews: Chicago City Day Tour
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: Ultimate City Attractions Bike Tour
Guest User2025-09-15
Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!
Reviews: Chicago: Magnificent Mile Tour With Optional 360 Chicago
Guest User2025-06-18
Our Mag Mile Tour was great. We learned about the architecture of buildings, design details and history of the area. Our guide Ben was knowledgeable, friendly, full of facts and anecdotes. It was a perfect distance - enough to see the major sites without being too long. We followed with the 360 Chicago at the Hancock. Great tour would highly recommend.
Reviews: Chicago: Art of a City, Downtown Chicago Guided Walking Tour
Guest User2025-08-01
Mandy our tour guide was excellent. Very knowledgeable about the city and its history. Her enthusiasm was impressive and helped to make the tour that much better. Highly recommend this tour with Mandy