The Tour de Chi route is meticulously planned to cover all 77 Chicago Community Zones, prioritizing safety, scenic views, and efficiency.

This event demands a high level of endurance and caution as participants navigate some of Chicago's busiest streets alongside motor vehicles. Safety precautions such as using lights, wearing highly visible clothing, and riding in groups are imperative.

Covering nearly 150 miles, the route underscores the sheer scale of Chicago. However, a more manageable 100-mile stretch covers the South Side, offering riders an opportunity to explore this vibrant area while still accomplishing a significant portion of the ride.

For those seeking a shorter option, alternatives are available, with convenient access to CTA stations never too far away.