31 Trails in Chicago, Illinois

Trail Name Difficulty Length (mi) Rating City
Beargrease skillet 8.0 Homewood
Big Marsh Bike Park Easiest 40.0 ***** Chicago
Bullfrog Lake Forest Preserve (Palos Forest Preserve) Advanced 50.0 ***** Willow Springs
Caldwell Woods 0.0 Chicago
Cap Sauers Holding Easiest 11.0 *** Palos Hills
Chicago River North Branch Trail Beginner 8.0 ** Chicago
Chipilly Woods Trail Intermediate 7.0 ** Northbrook
Deer Grove Beginner 10.0 *** Palatine
Des Plaines River trail Beginner 56.0 **** Des Plaines
Forest Glen Woods Intermediate 2.0 **** Chicago
Harms Woods - Central Park Intermediate 0.0 *** Skokie, IL
Herrick Lake Forest Preserve Easiest 5.0 Wheaton
Hidden heaven Easiest 1.0 * Lake Zurich
Indian Road Woods Intermediate 4.0 *** Chicago
Joe Orr Woods Easiest 0.0 *** Chicago Heights
Knoch Knolls Beginner 10.0 *** Naperville
Mokena Regan Road Trails 2.0 Mokena
Old Plank Road Trail Easiest 22.0 **** New Lenox
Palos Forest Preserve Intermediate 30.0 **** Willow Springs
Polecat Creek Trail Beginner 1.0 *** Springfield
Portage woods 4.0 Forest View
Salt Creek Singletrack Beginner 12.0 **** Brookfield
Skokie Lagoons Intermediate 7.0 **** Glencoe
Spears Woods (Palos Forest Preserve) Intermediate 0.0 *** Willow Springs
Spring Creek Greenway trail Easiest 9.0 **** New Lenox
Sweet Woods 8.0 Glenwood
Thatcher Woods Beginner 5.0 ** River Forest
Waterfall Glen Easiest 10.0 *** Darien
Wauponsee Glacial Trail Easiest 22.0 **** Manhattan
Yankee Woods Easiest 0.0 *** Oak Forest
Yellow loop trail 8.0 Palos Hills