Oak Forest
Trail Running Calendar near Oak Forest 2026-2027
Explore the top trail runs near Oak Forest for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail races at Wolf Road Woods on November 21, 2026 with 8 mile (two loops) and 4 mile (one loop) options, on trail surfaces with post race food, drink, and awards.
A chip timed 2.5 mile cross country Turkey Trot in Orland Park on Thanksgiving morning, with race shirts, a raffle, and prize turkeys for top finishers.
A cross country event at Gaelic Park on November 29, 2026, with a 5K run and a 1.5 mile walk; proceeds benefit Gaelic Park Charities.
December 2026
A 4.5 mile trail race at Schiller Woods on December 12, 2026 with crushed limestone trails, postrace chili and awards.
March 2027
Mudhen 5k Trail Run at Big Marsh Park in Chicago on March 13, 2027, is a 5K trail run with a course map; registration is listed as $0.00.
April 2027
A scenic 5K run/walk at Lake Katherine Nature Center on April 10, 2027 with lakeside trails, wildlife viewing, and proceeds supporting conservation and education.
May 2027
Trail marathon and 10 mile on Sag Valley Trail through Cap Sauers Nature Preserve with wide horse trail, multiple aid stations, and notable elevation.
Timed trail endurance races in Willow Springs offering 7 hour and 11 hour formats on a four mile loop through Wolf Road Woods.
Chip-timed 10K at The Forge Lemont Quarries on May 16, 2027, on mostly crushed limestone trails with quarry views and overall plus age-group awards.
September 2027
Both in person and virtual races in Wheaton, IL on September 11, 2027 offer half marathon and 10K distances with separate registration windows.
Obstacle course races at Indiana Dunes National Park on September 12, 2027 include 6.2 mi, 3.1 mi and a K9 3.1 mi course inspired by military landscapes.
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
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.