Endurance Events in Chicago, IL
The Chicago, IL race calendar is stacked with 116+ events. Local favorites span running, swimming, cycling, drawing athletes from across Illinois and beyond. Browse the full schedule below, filter by sport, and lock in your next start line.
Browse by Sport
Upcoming Events in Chicago
Running
"Run the Ridge LAKE FRONT" Mary E. Smith 17th Annual Brain Tumor Awareness 5K Event
June 27, 2026
Chicago, IL
Running
Proud to Run: Pride Race
Chicago, IL
Running
Proud to Run: Pride Race
June 27, 2026
Chicago, IL
Running
July 4th Run 5K/10K/13.1 CHICAGO/EVANSTON
Chicago, IL
Running
July 4th Run 5K/10K/13.1 CHICAGO/EVANSTON
July 5, 2026
Chicago, IL
Cycling
RAGBRAI Transportation: Chicago to the Start of RAGBRAI powered by Bicycle Illinois
July 18, 2026
Chicago, IL
Running
Stan's Donut 10K, 5K, and Kids Dash
Chicago, IL
Running
Stan's Donut 10K, 5K, and Kids Dash
July 19, 2026
Chicago, IL
