The Best Hiking Trails in Chicago, Illinois

Most Popular Chicago, Illinois Hiking Trails

We've ranked the best places to hike in Chicago, Illinois using our unique hiking trail popularity algorithm that accounts for the average rating and number of reviews for a trail, the number of people who have hiked or wish they could hike at that hiking trail. Sign up for a free account and vote for your favorite hiking trails by submitting a trail review or creating a hiking wishlist today!

Rank Hiking Trail Location
1. Catherine Chevalier WoodsChicago, Illinois
2. Caldwell WoodsChicago, Illinois
3. Major Taylor Paved TrailChicago, Illinois
4. Eggers GroveChicago, Illinois
5. Dan Ryan Woods-NorthChicago, Illinois
6. Robinson Woods-SouthChicago, Illinois
7. Cap Sauer's HoldingChicago, Illinois
8. Forest Glen WoodsChicago, Illinois
9. Chicago River North Branch TrailChicago, Illinois