Illinois
Illinois Trail Running Calendar 2026-2027
Explore the best trail runs in Illinois for 2026-2027! Our updated list features 90 exciting trail runs across the region. Find your next trail run in Illinois below and join the trail community at these great events!
September 2027
Timed ultra event at Horner Park with 3 hour, 6 hour and 12 hour options on a 0.97 mile loop, hourly playful challenges, aid station, and relay teams.
Obstacle course event in Marseilles IL on September 18 2027 featuring 3+ and 6+ mile courses, a multi lap challenge, ruck divisions and a kid's course.
Trail races at Kickapoo State Recreation Area with a 3.45 mile loop around Clear Pond and a 7.45 mile mostly trail course featuring hills and creek crossings.
A community 5K trail run in Greenville, Illinois supporting local pediatric cancer families through the Marshall Kids Cancer Foundation, with live music and family activities.
A family-focused 5K at Danada Forest Preserve in Wheaton supporting Inside Out Club youth programs, with team and age-group awards plus a kids fun run.
October 2027
Point to point all-trail ultramarathon on the Hennepin Canal State Trail with 100, 50, 50k and relay options plus aid stations and bus service.
Oct 9, 2027 trail races in Lake County IL offering 50 mile, 50K, marathon and half marathon on a flat crushed gravel out and back course; marathon is Boston qualifying.
Trail running event in Crystal Lake, IL with 5 and 10 mile single-track courses, race shirt, finisher medal, and a 3.5 hour cutoff.
Trail ultraraces in Willow Springs, IL on Oct 23, 2027 offering runnable single track loops at 50K, 25K and a 5 Miler with aid stations and prize divisions.