Top Picks for Chicago Tours

Discover 93 Tours in Chicago on Trip.com, updated September 12, 2025, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From NZD 16.73 per person, with an average total of NZD 110.42. Choose the option that suits your plan.

Now on Trip.com: "Original Chicago Prohibition Tour", a 4-hour adventure in Chicago!

The next available day tour departs on September 13, 2025. Book now to secure your spot!

Chicago Tours usually take about 4 hours — perfect for a relaxed, immersive experience!

100% of Chicago Tours now offer English-speaking guides

September is the perfect time to visit Chicago! Choose from Tours available day tours, including seasonal favorites like Chicago Bus Tour: 90-Min Sunset Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.