34 Trails in Chicago, Illinois

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

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