34 Trails in Chicago, Illinois

Trail Name Difficulty Length (mi) Rating City
Yellow loop trail (Palos Forest Preserve) Beginner difficulty 8 **** Palos Hills
Yankee Woods Easiest difficulty 0.0 *** Oak Forest
Wauponsee Glacial Trail Easiest difficulty 22.0 **** Manhattan
Waterfall Glen Easiest difficulty 10.0 *** Darien
The Forge: Lemont Quarries difficulty 5 Lemont
Thatcher Woods Beginner difficulty 5.0 ** River Forest
Sweet Woods difficulty 8.0 Glenwood
Spring Creek Greenway trail Easiest difficulty 9.0 **** New Lenox
Spears Woods (Palos Forest Preserve) Intermediate difficulty 2.7 *** Willow Springs
Skokie Lagoons Intermediate difficulty 7.0 **** Glencoe
Salt Creek Singletrack Beginner difficulty 12.0 **** Brookfield
Portage woods difficulty 4.0 Forest View
Polecat Creek Trail Intermediate difficulty 1 *** Springfield
Paul Douglas Preserve difficulty 13 Hoffman Estates
Palos Forest Preserve Intermediate difficulty 0 **** Palos Hills
Old Plank Road Trail Easiest difficulty 22.0 **** New Lenox
Mokena Regan Road Trails difficulty 2.0 Mokena
Knoch Knolls Beginner difficulty 10 *** Naperville
Joe Orr Woods Easiest difficulty 0.0 *** Chicago Heights
Indian Road Woods Intermediate difficulty 4.0 *** Chicago
Hidden heaven Easiest difficulty 1.0 * Lake Zurich
Herrick Lake Forest Preserve Easiest difficulty 5.0 Wheaton
Harms Woods - Central Park Intermediate difficulty 0.0 *** Skokie, IL
Forest Glen Woods Intermediate difficulty 2 **** Chicago
DuPage River Sports Complex Beginner difficulty 2.5 *** Naperville
Des Plaines River trail Beginner difficulty 56 **** Des Plaines
Deer Grove Beginner difficulty 10.0 *** Palatine
Chipilly Woods Trail Intermediate difficulty 7.0 ** Northbrook
Chicago River North Branch Trail Beginner difficulty 8.0 ** Chicago
Cap Sauers Holding Easiest difficulty 11.0 *** Palos Hills
Caldwell Woods difficulty 0.0 Chicago
Bullfrog Lake Forest Preserve (Palos Forest Preserve) Advanced difficulty 50 ***** Willow Springs
Big Marsh Bike Park Easiest difficulty 40.0 ***** Chicago
Beargrease skillet Easiest difficulty 8.0 **** Homewood

Know of a new mountain bike trail not listed here? Please tell us about it using this form. Find mountain bike trails near you or for even more trail inspiration and how we ranked the mountain bike trails, see this list of the best mountain bike trails in the world.