Top Chicago Day Tours

Discover 117 Day tours in Chicago on Trip.com, updated December 7, 2025, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From CAD 13.91 per person, with an average total of CAD 88.20. Choose the option that suits your plan.

Now on Trip.com: "Chicago Downtown: 3-Hr Guided Pizza Tour", a 3-hour adventure in Chicago!

The next available day tour departs on December 8, 2025. Book now to secure your spot!

Chicago Day tours usually take about 3 hours — perfect for a relaxed, immersive experience!

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

December is the perfect time to visit Chicago! Choose from Day 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.