Big Timber XC Challenge

The Run The Rails will take place in Elburn on Saturday 16 August 2025. You can run between 4 and 7 miles.

The Summer Trail Classic will take place in Hoffman Estates on Sunday 24 August 2025. You can run between 4 and 13 miles.

The Naperville Trails Half Marathon & 10K is an annual running event held in Wheaton, Illinois, set for September 6, 2025. Participants can choose between a USATF-certified half marathon or 10K distance, both featuring a flat and fast course that winds through the scenic Danada Forest Preserve on cr..

Dirt Circus - Chicago is a free community running event held in Crystal Lake, Illinois, celebrating local trail running culture. Organized by UltraSignup, the event features a festive atmosphere with a social run, food, raffle prizes, and an expo showcasing local races, run clubs, brands, and busine..

The Fall Trail Classic - Marengo, IL will take place in Marengo on Saturday 4 October 2025. You can run between 4 and 7 miles.

The Fancy Nonsense 25K/50K is a whimsical ultramarathon held in the Palos Trail System near Willow Springs and Lemont, Illinois, about 20 minutes from downtown Chicago. Runners can choose from 25K, 50K, or 5-mile distances on a mostly single-track, 5.5-mile loop course that encourages joy and imagin..