Trail Running calendar near Lemont 2025-2026

The Run The Rails will take place in Elburn on Saturday 16 August 2025. You can run between 4 and 7 miles.

The Summer Trail Classic will take place in Hoffman Estates on Sunday 24 August 2025. You can run between 4 and 13 miles.

The Gristmill Grind 10K is a challenging trail race held annually at Franklin Creek State Park in Franklin Grove, Illinois. Known as one of the most difficult 10Ks in the area, the course features technical trails with approximately 800 feet of elevation gain, multiple hill climbs, and four creek cr..

The Chupacabra Endurance 10-hour Run is held at Bluhm County Park in Westville, Indiana. This challenging event features a 3.4-3.5 mile trail loop with minimal pavement, which runners must complete within one hour per loop or face elimination. The race lasts 10 hours, testing endurance and speed, wi..

The Naperville Trails Half Marathon & 10K is an annual running event held in Wheaton, Illinois, set for September 6, 2025. Participants can choose between a USATF-certified half marathon or 10K distance, both featuring a flat and fast course that winds through the scenic Danada Forest Preserve on cr..

The Cornell Days 5k and 1 Mile Fun Run/Walk is a family-friendly running event held in Cornell, Illinois, starting at Clinton Keith Mills Memorial Park. The race features an out-and-back course along the county blacktop roads through the scenic countryside, suitable for both first-time runners and e..

The Hobo Trail Runs, hosted by Rockford Road Runners, take place at Rock Cut State Park in Rockford, Illinois. This annual event offers multiple trail running distances including 10k, 25k, and 50k races, with options to participate in single races or the challenging Triple Crown series (85k total) o..

Dirt Circus - Chicago is a free community running event held in Crystal Lake, Illinois, celebrating local trail running culture. Organized by UltraSignup, the event features a festive atmosphere with a social run, food, raffle prizes, and an expo showcasing local races, run clubs, brands, and busine..

Timely Nonsense is a unique timed running event held in Chicago, IL, at a 58-acre park located at California and Montrose. Participants run a 0.75-mile paved loop for either 6 or 12 hours, with an aid station at the start/finish offering typical ultrarunning fare and additional vendor treats like ho..

The Tiger 10 Miler will take place in Byron on Saturday 20 September 2025. You can run 10 miles.

Half Day at the Lake is a unique ultra-running event held in Evanston, Illinois, featuring 6- and 12-hour race options. The race takes place on a scenic 2-mile loop along Chicago’s north shore lakefront path, passing through Evanston’s lakefront and Northwestern University’s campus. The course is a..

The Tryon Farm 50k is a trail running event held at Tryon Farm in Michigan City, Indiana. The course features an 8-loop 4-mile trail combining open grassy fields, single-track dirt trails, and small pavement sections. The event also offers shorter distances including 2-mile, 4-mile, 8-mile, and 25k..

Hindsight Ultra Trail Runs, held in Dixon, Illinois, offers a grassroots ultra running experience with distances of 25K, 50K, 100K, and 100 miles. The course features a 7.85-mile loop combining roughly 50% singletrack, 30% grassy meadows, and 20% gravel paths, with about 6,200 feet of elevation gain..

The Fall Trail Classic - Marengo, IL will take place in Marengo on Saturday 4 October 2025. You can run between 4 and 7 miles.

The Des Plaines River Trail Races, held in Lake County, Illinois, offer a scenic and fast trail running experience with distances including a Half Marathon, Marathon (Boston Qualifier), 50K, and 50 Mile ultra. Starting and finishing at Half Day Forest Preserve, the course features a flat, wide, crus..

Soul Crusher is a challenging trail running event held in Crystal Lake, Illinois, offering 5-mile and 10-mile distances. The course, designed by Jeff Lenard, is known as the toughest 5-mile loop in the Midwest, with runners able to complete it once or twice depending on their endurance. The race sta..

The Buckley 5 Miler will take place in Lowell on Saturday 18 October 2025. You can run 5 miles.

The Palos Park Spooky Shuffle will take place in Palos Park on Saturday 18 October 2025. You can run between 5 and 10 kilometers.

The Witches in the Woods 5K/2K is a Halloween-themed nighttime running and walking event held at the Lake County Fairgrounds in Crown Point, Indiana. Participants can choose between a timed 5K run or a non-timed 2K walk through wooded trails and roads, so bringing flashlights or headlamps is recomme..

The Fancy Nonsense 25K/50K is a whimsical ultramarathon held in the Palos Trail System near Willow Springs and Lemont, Illinois, about 20 minutes from downtown Chicago. Runners can choose from 25K, 50K, or 5-mile distances on a mostly single-track, 5.5-mile loop course that encourages joy and imagin..