Top picks for Chicago Outdoor experiences
Discover 47,281 Outdoor experiences in Chicago on Trip.com, updated 13 October 2026, with experiences lasting from 1 to 2 hours. Find the perfect adventure for your day!
From €25.10 per person, with an average total of €59.41. Choose the option that suits your plan.
With 10.928k verified reviews, Outdoor experiences Chicago boast an average rating of 4.8.
This week's most popular Outdoor experiences: "Chicago Architecture River Cruise", with 4.695k reviews and a 4.9 rating.
The next available day tour departs on 14 October 2026. Book now to secure your spot!
Chicago Outdoor experiences usually take about 1 hours — perfect for a relaxed, immersive experience!
37% of Chicago Outdoor experiences now offer English-speaking guides
October is the perfect time to visit Chicago! Choose from 47,281 available day tours, including seasonal favorites like Chicago Architecture River Cruise.
Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.
47281 results for Chicago Outdoor experiences
From€127.61
4.9/5· 4.7k reviews· 219 bookedFree cancellationBook now for today96.7% of travelers recommendFrom€34.96
4.7/5· 4.3k reviews· 190 bookedFree cancellationBook now for tomorrow92.2% of travelers recommendFrom€40.34
4.6/5· 433 reviewsFree cancellationBook now for today26 consecutive positive reviewsFrom€40.34
From€131.28
4.7/5· 1.4k reviews· 221 bookedFree cancellationBook now for today91.8% of travelers recommendFrom€25.10
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