Chicago Connected | Hiking + Walking Trails
A brisk walk on a chilly day with friends, family, or pets, is made all the more special by the incredible landscapes and colors that grace Chicago’s walking and hiking trails during the autumn season. Before settling in for the winter, make a day of visiting one of these spectacular trails that offers the perfect amount of outdoor escape. Check out the full list below.
Walking Trails
Chicago Lakefront Trail
Lincoln Park • 17.6 miles
Bloomingdale Trail (The 606)
Northwest Side • 5.5 miles
Lincoln Park Trail
Lincoln Park • 5 miles
Millennium Park Trail
Near Chicago • 0.7 miles
Hiking Trails
Waterfall Glen Forest Preserve
Southern DuPage County
North Branch Trail
Cook County
Des Plaines River Trail
Lake County
Illinois Prairie Path
DuPage County
This guide is part of our Chicago Connected: Fall Edition series. Stay tuned for more ways to enjoy Chicago this autumn!