Top Picks for Chicago Day tours

Discover 115 Day tours in Chicago on Trip.com, updated September 25, 2025, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From NZD 17.04 per person, with an average total of NZD 108.97. Choose the option that suits your plan.

Now on Trip.com: "Chicago: Downtown TV and Film Walking Tour", a 2-hour adventure in Chicago!

The next available day tour departs on September 26, 2025. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

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

September is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929.

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