Cycling Routes & Roads in Chicago, IL

Oak Park, IL 60304
Surface: Flat

Running down Madison is a treat. You may find yourself enjoying the run along the expressway on Garfield. Though Oak Park is a suburb, when you run this route you'll really feel a thrill due to the urban setting, i.e., running along high traffic...

Chicago, IL 60618
Surface: Flat

Chicago, IL 60610
Surface: Flat

Start at North Avenue Beach parking lot, run on the lakefront path to the end of Navy Pier (touch the railing at the end!), then loop around the South end of Navy Pier and head north on the lakefront path to finish where you started.

Chicago, IL 60660

Winter biking route from Edgewater to River North in Chicago.

Chicago, IL 60660
Surface: Flat

Mokena, IL 60448
Surface: Hills

Start at either end of this route, Hickory Creek Preserve parking lot on LaPorte, or Frankfort Township parking lot on Route 30. A nice walk/run or bike through the woods with lots of twists, turns and hills.

Valparaiso, IN 46383
Surface: Flat

Straight out and back surrounded by fields and cows. Mainly flat with one steep incline.