Road Biking Trails Near Chicago, IL
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Road Biking Trails Near Chicago, IL

24
Road-Biking
0 - 65 mi
Range
Chicago has 24 road-biking trails. These trails range from 0 to 65.6 miles in length. The most popular trails are South Lakefront Trail, Chicago South Side Ramble and Chicago Lakefront and Boulevard Ramble. Trails.com member RE M. recently completed Waterfall Glen Trail. See all Chicago trails.
Best Trails in Chicago 24 Results
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 PREMIUM MEMBER
While following this winding trail through the diverse and sometimes rugged landscape ...
The Illinois Prairie Path, one of the first rail trails in the nation, runs along the ...
If you like riparian landscapes, you’ll love the Des Plaines River Trail as it winds alongside ...
This ride takes you on a tour of the gently rolling rural landscape just beyond Aurora ...
If you’re looking for a long scenic ride at the outer edges of the Chicago region, this ...
As the Prairie Trail spans nearly the entire north–south length of McHenry County, it ...
If you’re like many cyclists, sometimes the momentum behind a bike ride is generated wholly ...
While circling Geneva Lake, you’ll begin to understand why the captains of Chicago industry ...
Located only 30 miles west of downtown Chicago, the Fox River Trail has plenty of great ...
This long suburban trail offers a surprising array of scenic spots. You’ll see cattail ...
As you circle the far western edge of Joliet on this ride, you’ll get an inkling of the ...
In 1848 the Illinois and Michigan Canal provided the final shipping link between the East ...
This route is jammed with scenic vistas and fascinating local history. While tracing the ...
This ride takes you through a scenic setting that straddles the Illinois-Indiana state ...
The first part of this ride follows the North Branch Trail, one of the great bike pathways ...
Enjoy a classic Chicago bike ride along the Lakefront Path as it winds past harbors, beaches, ...
This ride opens with a short stint on a heavily wooded section of the Major Taylor Trail, ...
The list of things to see and do along Chicago’s Lakefront Path will make your head spin: ...
Enjoy stunning views of the downtown skyline as you hike along this strip of parkland ...
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, ...
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