Great Rides - Chicago, IL

Wondering where to ride? We got you. Check out our curated collection of local road, family, and mountain bike routes. Here, you’ll find the best places to bike in Chicago, IL along with great cycling routes in Chicago and Dupage County. Browse these options for guidance on where to ride in Chicago, GPS files, and metrics on your ride, like distance and elevation.

Here are a few of our favorite Chicago, IL rides.



The Garden Dirt Jumps

Distance: 0 mi
3400 N Rockwell St, Chicago, IL 60618

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Andres Bike Park

Distance: 0 mi
1304 Sacramento Dr, Carpentersville, IL 60110

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Beulah Park

Distance: 4 mi
1800 Kedron Blvd, Zion, IL 60099

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Raceway Woods

Distance: 4.5 mi
State Rte 31, Carpentersville, IL 60110

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Saw Wee Kee Park

Distance: 7.1 mi
7050 Sundown Ln, Yorkville, IL 60560

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Outback Trail at Imagination Glen

Distance: 9 mi
2275 McCool Rd, Portage, IN 46368

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Palos Forest Preserve

Distance: 40 mi
9500 Willow Springs Rd, Willow Springs, IL 60480

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Kettle Moraine State Forest

Distance: 50 mi
N9097 Co Rd H, Whitewater, WI 53190

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Lakefront Trail to Indiana Out and Back

Distance: 51.3 mi
Elevation: +/- 720 ft

Chicago, IL

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Wicker Park to Highland Park

Distance: 46.5 mi
Elevation: +/- 789 ft

Chicago, IL

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Wicker Park to Des Plaines

Distance: 29.2 mi
Elevation: +/- 252 ft

Chicago, IL

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Lakefront Trail

Distance: 18.3 mi
Elevation: +/- 372 ft

Chicago, IL

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Drive-In Bike Ride

Distance: 19.4 mi
Elevation: +/- 253 ft

Chicago, IL

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North Beginners Road Ride

Distance: 24.8 mi
Elevation: +/- 545 ft

Chicago, IL

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Brewery Out and Back

Distance: 72.9 mi
Elevation: +/- 916 ft

Chicago, IL

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Alsip to Joliet

Distance: 59.3 mi
Elevation: +/- 1335 ft

Alsip, IL

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Suburban Brewery Tour

Distance: 38.4 mi
Elevation: +/- 1010 ft

Willow Springs, IL

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Chicago - North Branch Trail

Distance: 31.2 mi
Elevation: +/- 652 ft

Chicago, IL

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The 606 Bloomingdale Trail

Distance: 5.6 mi
Elevation: +/- 29 ft

Chicago, IL

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Humboldt Park Loop

Distance: 2.1 mi
Elevation: +/- 49 ft

Chicago, IL

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Skokie Valley Trail

Distance: 6.4 mi
Elevation: +/- 29 ft

Chicago, IL

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Ice Cream Ride

Distance: 4.7 mi
Elevation: +/- 14 ft

Chicago, IL

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Lincoln Park 4.5-Miler

Distance: 4.5 mi
Elevation: +/- 97 ft

Chicago, IL

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Busse Woods Loop

Distance: 7.3 mi
Elevation: +/- 111 ft

Cook County, IL

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Morton Arboretum

Distance: 4.6 mi
Elevation: +/- 239 ft

DuPage County, IL

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Lake Arlington

Distance: 1.9 mi
Elevation: +/- 24 ft

Arlington Heights, IL

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Batavia to St. Charles

Distance: 10.6 mi
Elevation: +/- 276 ft

Geneva, IL

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Limestone Loop

Distance: 87.9 mi
Elevation: +/- 1577 ft

Chicago, IL

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Waterfall Glen Gravel

Distance: 9.3 mi
Elevation: +/- 418 ft

DuPage County, IL

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River Trail Gravel Ride

Distance: 107.7 mi
Elevation: +/- 2014 ft

River Grove, IL

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Lincoln Square to Kenosha, WI

Distance: 102.2 mi
Elevation: +/- 1327 ft

Chicago, IL

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