Top picks for Chicago Tours

Discover 57 Tours in Chicago on Trip.com, updated February 2, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From SGD 34.38 per person, with an average total of SGD 80.21. Choose the option that suits your plan.

With 9.012k verified reviews, Tours Chicago boast an average rating of 4.8.

This week's most popular Tours: "Chicago River 90-Minute Architecture Tour", with 4.345k 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 3, 2026. Book now to secure your spot!

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

61% of Chicago Tours now offer English-speaking guides

February 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

57 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 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 Loop District Food Tour with Deep Dish & Beef Sandwich
Guest User2024-07-19
Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.
Reviews: Chicago: Field Museum of Natural History Ticket or VIP Tour
Guest User2026-01-26
The Field Museum was definitely exciting and fun. It was pretty cool seeing dinosaurs up close and learning about different cultures as well as animals. The weekends get pretty crowded with families in attendance. I would recommend visiting during the week for a quieter 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: 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!