Endurance Grid lists 5 road cycling races in Illinois, from October 2026 to September 2027 across 3 cities.
The road cycling race calendar in Illinois is busiest in June, May, and September, with races most often in Chicago.
Road cycling events cover a wide range of formats — from non-competitive gran fondos and century rides to closed-course criteriums, time trials, and road races. What they share is sustained effort over a long distance on a bike, usually on paved roads.
Many events offer several distance options at the same venue, so you can pick the route that matches you. Beginner-friendly gran fondos make a welcoming entry point.
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Endurance races in Illinois happening in the next 7 days, in date order. Browse what’s coming up and sign up soon.