Cycling Race Calendar in Illinois, United States

May

30

Gold Star 500

Springfield, Illinois, United States

Running Cycling

Ultra 2026 Gold Star 500 Volunteer 2026 Gold Star 500 Poland Volunteer +10

May

30

Pedalpalooza

Crystal Lake, Illinois, United States

Cycling

Pedalpalooza 2026 Kids Pedalpalooza too! (Shirt only)

May

24

Thunder Road Gravel Tour

Springfield, Illinois, United States

Cycling

Thunder Road GT: Tour DeCrepit Bridges

May

23

Tour de Tunnel Bike Ride Hosted by Revive Vienna

Vienna, Illinois, United States

Cycling

16.1K 32.2K Ultra

May

09

Sangamon Cycling Series - Four Ride Series

Springfield, Illinois, United States

Cycling

Sangamon Cycling Series

May

02

Tour de Stooges

Lebanon, Illinois, United States

Cycling

24.1K 48.3K Ultra

May

02

Rock River Madness 2026: Dixon, Illinois

Dixon, Illinois, United States

Cycling

Ultra 16K Half-Marathon 16.1K +5

May

02

Ride to Blue Sky

Carterville, Illinois, United States

Cycling

Ultra 48.3K 19.3K