Quick ride by bicycle from Chicago to Oak Park

This is a relaxed, roughly 17.7 km cycling route beginning in the heart of Chicago and winding its way to charming Oak Park. You’ll roll out from downtown Chicago—home to striking architecture and the iconic Willis Tower—heading west on mostly quiet roads, making for a surprisingly peaceful ride given the big-city starting point.

With a gentle ascent of about 22 meters and almost all of it on paved roads, it’s an approachable ride for most cyclists. You’ll skirt bustling neighborhoods, pedal through tree-lined stretches, and catch glimpses of the city’s vibrant mural art along the way.

Your destination, Oak Park, is a suburban gem famous for its Frank Lloyd Wright houses and welcoming Main Street cafes. Whether you’re after lakeside urban energy or looking forward to historic beauty and coffee in Oak Park, this route is a great city-to-suburb escape—just don’t forget to check for any surface changes, as some sections lack detailed info!