I don’t know how far outside of Chicago you’re willing to travel, but in the Rockford area (about 90 minutes northwest of Chicago) there are two wonderful, scenic, free parks with many miles of wooded and open trails. The first is Rock Cut State Park ( http://dnr.state.il.us/lands/landmgt/parks/r1/rockcut.htm#Horseback ) which also has camping, and the other is Lockwood Park/Anna Page Park ( http://www.rockfordparkdistrict.org/lockwood ) which doesn’t have camping, but it does have marvelous trails. I hope this helps!
- This reply was modified 3 years, 8 months ago by LunaRoyalBlue. Reason: typo