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Chicago, IL

Bike Trails near Chicago

Chicago's 18-mile lakefront path and expanding protected lane network make it one of the most accessible urban cycling cities in the midwest.

95
Trails
92mi
Page Distance
25
Easy Routes
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Showing 125 of 95 trails near Chicago, IL(Page 1 of 4)
Map data © OpenStreetMap contributors · Tiles © CARTO
easy
Lakefront Trail
Edgewater, Chicago, Illinois 60660
8.0 mi216 ftpaved
Lit
N/Aincidents
road
easy
Downtown - Evanston
Edgewater, Chicago, Illinois 60660
6.5 mi124 ftpaved
Lit
Downtown - Evanston is a 6.5-mile easy mixed cycling route in Edgewater, Chicago, IL. The route features 124ft of elevation gain with steady, manageable grades. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Forest Preserve - Milwaukee Avenue
Dunning, Chicago, Illinois 60634
5.2 mi72 ftpaved
Forest Preserve - Milwaukee Avenue is a 5.2-mile easy mixed cycling route in Dunning, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Washington Boulevard
Near West Side, Chicago, Illinois
4.8 mi85 ftpaved
Lit
Washington Boulevard is a 4.8-mile easy mixed cycling route in Near West Side, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Bryn Mawr Avenue - Logan Square
Irving Park, Chicago, Illinois 60641
4.6 mi82 ftpaved
Bryn Mawr Avenue - Logan Square is a 4.6-mile easy mixed cycling route in Irving Park, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Central Park Avenue
Pacific Junction, Chicago, Illinois 60647
4.3 mi62 ftpaved
Central Park Avenue is a 4.2-mile easy mixed cycling route in Pacific Junction, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Milwaukee Avenue
Jefferson Park, Chicago, Illinois
4.1 mi68 ftpaved
Milwaukee Avenue is a 4.1-mile easy mixed cycling route in Jefferson Park, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Major Taylor Bicycle Trail
Ashburn, Chicago, Illinois 60652
4.0 mi101 ftpaved
N/Aincidents
road
easy
North Branch Trail - Lakefront
West Ridge, Chicago, Illinois
4.0 mi104 ftpaved
Lit
North Branch Trail - Lakefront is a 4.0-mile easy mixed cycling route in West Ridge, Chicago, IL. The route features 104ft of elevation gain with steady, manageable grades. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
State Street
Greater Grand Crossing, Chicago, Illinois
3.9 mi0 ftpaved
Free
State Street is a 0.2-mile easy mixed cycling route in Greater Grand Crossing, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Roosevelt Road
Near West Side, Chicago, Illinois
3.7 mi124 ftpaved
Roosevelt Road is a 3.7-mile easy mixed cycling route in Near West Side, Chicago, IL. The route features 124ft of elevation gain with steady, manageable grades. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Lawrence Avenue - Evanston
Lincoln Square, Chicago, Illinois
3.5 mi32 ftpaved
Lit
Lawrence Avenue - Evanston is a 3.5-mile easy mixed cycling route in Lincoln Square, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Lake Street
Downtown, Evanston, Illinois 60208
3.3 mi0 ftpaved
Free
Lake Street is a 0.1-mile easy mixed cycling route in Downtown, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Narragansett Avenue
Schorsch, Chicago, Illinois 60630
3.0 mi52 ftpaved
Narragansett Avenue is a 3.0-mile easy mixed cycling route in Schorsch, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Northwest Highway
Edison Park, Chicago, Illinois 60631
3.0 mi22 ftpaved
Northwest Highway is a 3.0-mile easy mixed cycling route in Edison Park, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Cottage Grove Avenue
Chatham, Chicago, Illinois 60619
2.9 mi68 ftmixed
Cottage Grove Avenue is a 2.9-mile easy mixed cycling route in Chatham, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Bloomingdale Trail
Beat 2535, Chicago, Illinois
2.8 mi68 ftpaved
Lit
Bloomingdale Trail is a 2.8-mile easy mixed cycling route in Beat 2535, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Dearborn Street
Lincoln Park, Chicago, Illinois 60614
2.7 mi219 ftpaved
Lit
Dearborn Street is a 2.7-mile easy mixed cycling route in Lincoln Park, Chicago, IL. The route features 219ft of elevation gain with steady, manageable grades. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
West Augusta Cycleway
West Town, Chicago, Illinois
2.7 mi42 ftpaved
Lit
West Augusta Cycleway is a 2.7-mile easy mixed cycling route in West Town, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Kedzie Avenue - Loyola Pak
Rogers Park, Chicago, Illinois 60626
2.6 mi91 ftpaved
Kedzie Avenue - Loyola Pak is a 2.6-mile easy mixed cycling route in Rogers Park, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
103rd Street
Roseland, Chicago, Illinois 60628
2.6 mi72 ftmixed
103rd Street is a 2.6-mile easy mixed cycling route in Roseland, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Randolph Street
Near West Side, Chicago, Illinois
2.6 mi669 ftpaved
Lit
Randolph Street is a 2.6-mile easy mixed cycling route in Near West Side, Chicago, IL. Expect 669ft of climbing with some sustained climbs along the way. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Route 66
Near West Side, Chicago, Illinois
2.6 mi377 ftpaved
N/Aincidents
road
easy
Southport Avenue
Lincoln Park, Chicago, Illinois 60614
2.5 mi29 ftpaved
Southport Avenue is a 2.5-mile easy mixed cycling route in Lincoln Park, Chicago, IL. The terrain is mostly flat, making it accessible for riders of all skill levels. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban
easy
Clinton Street
Near West Side, Chicago, Illinois
2.5 mi111 ftpaved
Clinton Street is a 2.5-mile easy mixed cycling route in Near West Side, Chicago, IL. The route features 111ft of elevation gain with steady, manageable grades. A welcoming route for beginner and casual off-road cyclists.
N/Aincidents
urban

Cycling in Chicago, Illinois

Chicago's 18-mile lakefront path and expanding protected lane network make it one of the most accessible urban cycling cities in the midwest.

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