Best Trails Near Chicago IL
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Best Trails Near Chicago IL

98
Trails
0 - 65 mi
Range
53
Walking
37
Road Biking
59
Other activities
Chicago has 98 trails in the vicinity, including 53 for walking, 37 for road biking and 59 for other activities. These trails range from 0 to 65.6 miles in length. The longest trail in Chicago is Fox River Trail a well-known trail measuring 65.6 miles in total length. The most popular trails are Chicago Lakeshore Path: South Hike, Jackson Park Loop and Chicago Boulevard Lakefront Ramble. Trails.com member Mary W. recently completed Grant Park - Chicago.
Best Trails in Chicago 98 Results
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While following this winding trail through the diverse and sometimes rugged landscape ...
The Chicago lakefront walk is saved for last because it is something a little different. ...
This ride brings you through some of the best parks just west of Lake Shore Drive. It ...
Enjoy stunning views of the downtown skyline as you hike along this strip of parkland ...
A bike tour in downtown Chicago? You must be crazy! A reasonable reaction if you've ever ...
East of Lake Shore Drive is the land of milk and honey. There's no better place for city ...
Bucktown might more appropriately be called X-town, due to all the Gen-X types that have ...
A gleaming 319-acre jewel on the downtown lakefront, Grant Park is rich in Chicago history ...
The Illinois Prairie Path, one of the first rail trails in the nation, runs along the ...
This may be the best downtown urban paddle in the country! By heading up the Chicago River ...
Kayaking along the Lake Michigan waterfront provides a unique view of the city skyline. ...
If you like riparian landscapes, you’ll love the Des Plaines River Trail as it winds alongside ...
An area of great renown in the late 1800s, the swath of the South Side that includes Washington ...
Never as toney as other lakeside neighborhoods, South Shore has long been a middle-class ...
The main attractions in Hyde Park are the University of Chicago and the charming neighborhood ...
Dan Ryan Black Trail Loop is a hiking trail in Chicago, Illinois. It is within Dan Ryan ...
Paseo is a hiking and biking trail in Chicago, Illinois. It is 4.2 miles long and begins ...
West 84th Street Path is a hiking and biking trail in Chicago, Illinois. It is within ...
Major Taylor Bicycle Trail is a hiking and biking trail in Chicago, Illinois. It is within ...
This ride reveals a south side of Chicago that is vast and persistently interesting. Visit ...
Enjoy a classic Chicago bike ride along the Lakefront Path as it winds past harbors, beaches, ...
What's more appropriate to say than "Route 66 Rocks"? The mother road, the main street ...
The Logan Square ride is a study in Chicago boulevards. There are few other places in ...
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