Cycling day trip from Chicago to Lincolnwood

Starting in the heart of Chicago, this cycling route takes you north to the suburban calm of Lincolnwood, covering roughly 34 km at a relaxed pace. You’ll roll out from downtown Chicago, famous for its stunning skyline and Lake Michigan lakeshore, soon trading busy city streets for quieter roads and dedicated cycleways—over 60% of your ride will be on bike-friendly paths, making it great for all skill levels.

Expect most of the route to be on smooth pavement and asphalt, perfect for road or hybrid bikes. You’ll gain a little elevation along the way (about 130 meters), just enough for a mild challenge, but nothing too taxing. The scenery shifts gradually from Chicago’s iconic urban hustle to leafy neighborhoods, parks, and tree-lined streets as you approach Lincolnwood, known for its peaceful suburban vibe.

Keep your eyes out for the North Branch Trail if you want some green, and maybe stop by the Skokie Valley Line for a slice of local history. It’s a ride that mixes city sights with a chill suburban finish—ideal for a day out on two wheels!