34 Trails in Chicago, Illinois

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