Trail Running Calendar Illinois 2025-2026
We have found 49 Trailruns in Illinois. Check below where and when you can find the races.
We have found 49 Trailruns in Illinois. Check below where and when you can find the races.
Allerton Races in Monticello offers scenic trail and road distances including a half marathon, 10K and a glowing nighttime 5K. Run live or virtually while supporting Robert Allerton Park and Make A Wish Illinois, with special donor perks on..
Run scenic trails at Teason's Woods in Palos Hills on May 9, 2026 with marathon or 10 Mile options over rolling terrain and shared two way trails. Enjoy event apparel, a wooden sunflower medal for finishers, plus post race chili and beer.
Run scenic singletrack and gravel through Giant City State Park at the Red Cedar Trail Races in Makanda, IL on May 30, 2026 with 5K, half marathon and a tough 40K option. Finishers get a medal, swag and a post race drink choice.
Join the 28th annual Lake Mingo Trail Run on June 6, 2026 in Danville, IL for a scenic 7.1 mile loop of trails, hills and marshes where mud and wildlife add to the fun. Celebrate with food and beer at the post race party.
Join DBC Gifts of Love Community 5K in Flossmoor on June 20, 2026, for a scenic 5K at Vollmer Road Grove Forest Preserve or run the Virtual 5K. Help send backpacks, school supplies and gift cards to local homeless students.
Run the 1st Annual Sundown Showdown 5K cross country in Carterville IL on July 17, 2026. Team or individual runners will tackle a grassy course and compete for awards for top finishers and male, female, and mixed teams.
Take on Madder Than A Wet Hen, a rugged 5K trail race at Willenborg Woods in Charleston on July 25, 2026, with river crossings, steep climbs and roughly 1,100 feet of gain. Field limited to 125, with post race pancakes and ice cream.
Join the Miles for Marshall 5K trail run and walk at Patriot's Park in Greenville to support childhood cancer efforts. Enjoy scenic trails, community spirit, and a meaningful cause this September 26, 2026.