Cycling in Chicago
Discover a map of 3,455 cycling routes and bike trails near Chicago, created by our community.
Region portrait
Get to know Chicago
Find the right bike route for you through Chicago, where we've got 3,455 cycle routes to explore. Most people get on their bikes to ride here in the months of July and August.
155,256 km
Tracked distance
3,455
Cycle routes
2.7 million
Population
Community
Most active users in Chicago
Handpicked routes
Discover Chicago through these collections
Tour
Tour
From our community
The best bike routes in and around Chicago
Chicago Century_2025
Cycling route in Chicago, Illinois, United States
- 160.4 km
- Distance
- 535 m
- Ascent
- 533 m
- Descent
W Wolfram St, Chicago to N Sheridan Rd, Chicago
Cycling route in Chicago, Illinois, United States
- 2 km
- Distance
- 27 m
- Ascent
- 6 m
- Descent
South Bend Airport
Cycling route in Chicago, Illinois, United States
- 166.6 km
- Distance
- 554 m
- Ascent
- 517 m
- Descent
133–199 S Michigan Ave, Chicago to 1433 W Cullerton St, Chicago
Cycling route in Chicago, Illinois, United States
- 6.3 km
- Distance
- 146 m
- Ascent
- 149 m
- Descent
Discover more routes
West Side- Distance
- 10.5 km
- Ascent
- 8 m
- Descent
- 8 m
- Location
- Chicago, Illinois, United States
West Madison Street 2423, Chicago to West Madison Street 2426, Chicago- Distance
- 4.9 km
- Ascent
- 0 m
- Descent
- 0 m
- Location
- Chicago, Illinois, United States
Loop of Airports_2025- Distance
- 132.1 km
- Ascent
- 292 m
- Descent
- 295 m
- Location
- Chicago, Illinois, United States
From Chicago to Saint George- Distance
- 3,244.6 km
- Ascent
- 31,538 m
- Descent
- 30,884 m
- Location
- Chicago, Illinois, United States
70 mile around Skokie lagoons- Distance
- 114.7 km
- Ascent
- 398 m
- Descent
- 397 m
- Location
- Chicago, Illinois, United States
E Marquette Dr, Chicago to W Wilson Ave, Chicago- Distance
- 31.2 km
- Ascent
- 109 m
- Descent
- 109 m
- Location
- Chicago, Illinois, United States
W Erie St,(KozyBikeShop) to401 S Wabash Ave(ParkingLot)(X2)- Distance
- 3.9 km
- Ascent
- 19 m
- Descent
- 18 m
- Location
- Chicago, Illinois, United States
BikeTheDrive(1 1/2Laps)(8-31-25)(w/20,000OfMyFriends)- Distance
- 76 km
- Ascent
- 152 m
- Descent
- 153 m
- Location
- Chicago, Illinois, United States
Routes from Chicago
Cycling day trip from
Chicago to Lincolnwood
By bicycle from
Chicago to Oak Park
Routes to Chicago
Cycling day trip from
Lincolnwood to Chicago
By bicycle from
Oak Park to Chicago