Illinois
Illinois Trail Running Calendar 2026-2027
Explore the best trail runs in Illinois for 2026-2027! Our updated list features 106 exciting trail runs across the region. Find your next trail run in Illinois below and join the trail community at these great events!
May 2027
Looped trail endurance event in Wolf Road Woods offering 7 or 11 hours on a four mile singletrack with an aid station stocked with hot dogs and pixie sticks.
A 20 mile single loop through Jim Edgar Panther Creek on May 15, 2027 with aid stations, certificates for finishers and a finisher medal.
An obstacle course event at Byron Motosports Park on May 22, 2027 offering 10K and 5K waves, Special Forces, Ruck division and a kids course, produced by a nonprofit honoring service members.
June 2027
Backyard Ultra at Willenborg Woods in Charleston IL on June 5 2027, with repeated 4.167 mile loops and a Bronze Ticket to Big Dog's Backyard Ultra World Championship for the last runner.
Trail races at Waubonsee Community College on June 12, 2027 featuring chip timed 5K and 10K options, packet pickup choices, live results, and awards for the fastest female and male finishers.
Vineyard 5k at Mackinaw Valley Vineyard and Winery on June 13, 2027 with post race wine, chip timed results, and age group awards.