There are 24 trail runs in Illinois scheduled for 2026. The next is the OUTLAST CHICAGO in Palatine on May 2. Illinois trail runs run primarily May through March.

OUTLAST CHICAGO

Sat, May 2 · Palatine, IL Palatine
6 Hour Challenge - Sunday6 Hour Challenge - Saturday

The Universal Sole Summer Trail Challenge

Sat, Jun 27 · Willow Springs, IL Willow Springs
Universal Sole Summer Trail Challenge - 3 Mile Trail RunUniversal Sole Summer Trail Challenge - 6 Mile Trail RunUniversal Sole Summer Trail Challenge - 9 Mile Trail Run

To the Max Obstacle Challenge

Sun, Aug 9 · Normal, IL Normal
12:45PM: 9-10 year olds (COMPETITIVE)12:30PM: 9-10 year olds (COMPETITIVE)12:15PM: 11-12 year olds (COMPETITIVE) +8

Hobo Trail Runs 10k-25k-50k

Fri, Sep 11 · Rockford, IL Rockford
NO Swag 10k Option - Hobo Coyote Howl "Nite" 10k Trail RunHobo Coyote Howl "Nite" 10k Trail RunNO Swag 25k Option - Hobo 25 k Trail Run (This option will ask you to pick either the Saturday or Sunday 25k) +7