10. Chicago

No less a celebrity (and cyclist) than Mayor Richard M. Daley has challenged Chicago to be the most bike friendly city in North America, called "Bike 2015." The city already offers 315 miles of bikeways and leads the way with the McDonald's Cycle Center in Millennium Park, which includes showers, repairs, rentals, and even indoor parking. May's "Bike the Drive" is an annual car-free ride that ends with a giant party and concert. With Daley at the helm, Chicago's biking infrastructure is definitely off on the right (and left) pedal.

For more information: City of Chicago