Cycling Events in Illinois
Illinois has 7 upcoming cycling events scheduled for 2026. Chicago is the busiest city with 2 events, ahead of Moline (1) and Carpentersville-Hoffman Estates-Willow Springs (1). The list includes RAGBRAI in Chicago on July 18 — multi-day touring ride across Iowa.
Showing all 7
Cycling
Ride Across Illinois (RAIL) North powered by Bicycle Illinois
June 21, 2026
Moline, IL
Cycling
RAGBRAI Transportation: Chicago to the Start of RAGBRAI powered by Bicycle Illinois
July 18, 2026
Chicago, IL
Cycling
2026 CAMBr Chicagoland Race Series Powered by SRAM
Carpentersville-Hoffman Estates-Willow Springs, IL
Cycling
2026 CAMBr Chicagoland Race Series Powered by SRAM
July 26, 2026
Carpentersville-Hoffman Estates-Willow Springs, IL
Cycling
Prostate Cancer Awareness 5K Walk/Run/Bike-Most Worshipful Prince Hall Grand Lodge of IL (one race four locations simulantaneously)
August 15, 2026
Chicago, IL
Frequently asked questions
What types of cycling events are there?▾
Major categories include road races, gran fondos (mass-start long rides), gravel races (mixed surface), mountain bike races, century rides (100 miles), and criteriums. RACE lists events across all categories.
What is gravel racing?▾
Gravel racing takes place on unpaved roads using drop-bar bikes with wide tires. It is the fastest-growing segment of cycling. Marquee events include Unbound Gravel, SBT GRVL, and Belgian Waffle Ride.
What is a gran fondo?▾
A gran fondo is a long-distance mass-participation cycling event, typically 60-100+ miles. Unlike road races, gran fondos welcome riders of all levels. Popular US gran fondos include Gran Fondo Hincapie and GFNY New York.
How long is a century ride?▾
A century ride is 100 miles. A metric century is 100 kilometers (62 miles). Both are popular cycling milestones. Many organized century rides offer multiple distance options and full support with aid stations.