Trail Running calendar near Wheaton 2025-2026

The Naperville Trails Half Marathon & 10K is a scenic running event taking place in Wheaton, Illinois, on September 6, 2025. Participants can choose between a half marathon and a newly introduced 10K distance, both of which traverse the beautiful crushed limestone trails of the Danada Forest Preserv..

Timely Nonsense is a unique running event taking place in Chicago, IL, featuring both 6-hour and 12-hour timed races. Participants can choose to run individually or as part of a relay team of two or four. The race is set in a scenic 58-acre park, where runners will navigate a 0.75-mile paved loop.Ea..

The Tryon Farm 50k is part of a multi-distance running event that includes a 4 Miler, 8 Miler, 25k, and a 2-mile Fun Run/Walk, taking place at Tryon Farm in Michigan City, Indiana. The course features a scenic 4-mile loop that combines grassy fields, dirt trails, and minimal pavement. Participants c..

The Tiger 10 Miler is an annual trail race held in Byron, Illinois, featuring a challenging 10-mile course through the scenic Byron Forest Preserve and Nardi Equine Prairie. Participants receive a custom finisher's medal, a race shirt, and have the chance to win awards in various age categories. The..

The Half Day at the Lake is an exciting running event taking place in Evanston, IL, featuring both 12-hour and 6-hour races. Set along a scenic 2-mile loop by the lakefront and Northwestern University, this race caters to all experience levels, from seasoned ultra-runners to first-timers. Participan..

Hindsight Ultra Trail Runs is a grassroots running event taking place in Dixon, IL, featuring various ultra distances including 100 miles, 100k, 50k, and 25k. The course consists of a 7.85-mile loop with a mix of singletrack, grassy meadows, and gravel paths, totaling approximately 6200 feet of elev..

The Des Plaines River Trail Races feature a variety of endurance events, including a Half Marathon, Marathon, 50K, and 50 Mile race, all set along the scenic Des Plaines River Trail in Lake County, Illinois. Participants will enjoy a flat, wide, crushed gravel trail that meanders through lush forest..

Soul Crusher is an exciting trail running event taking place in Crystal Lake, IL, featuring challenging 10-mile and 5-mile courses designed by Jeff Lenard. Known for its tough terrain, the race promises to test participants' limits, with a playful warning that it may "crush your soul." Runners can e..

The Fancy Nonsense 25K/50K is a whimsical running event designed to bring joy and laughter to participants while challenging their physical and mental limits. Set in the scenic Palos Trail System near Chicago, the race features a 5.5-mile loop course primarily on single track trails. Runners can cho..

The Forge Trail Run Festival, scheduled for November 15, 2025, in Lemont, IL, features a variety of trail running events including 10K, 20K (Half Marathon), 30K, and 60K races. Participants will navigate single and double-track trails through scenic woods and gravel paths around the historic Lemont..

The Bigfoot Half Trail Run is an exciting running event taking place at Stoney Run County Park in Hebron, Indiana. Participants will complete a half marathon distance by running two loops around the park. The course features two aid stations, ensuring runners have support throughout the race.Each pa..

The Arctic Frog Run in Libertyville, IL, is an exciting endurance running event featuring multiple race distances: 50K, 25K, 15K, 10K, and 5K. Set against a scenic backdrop, the course includes a mix of pavement, wooded trails, and crushed limestone paths along the Des Plaines River. This unique win..

The Cereal Killer Trail Run is a 15k race held at Red Mill County Park in La Porte, Indiana, scheduled for February 7, 2026. The event features a challenging course of four loops, marked with flags and signs, and offers a fun, low-key atmosphere. Participants receive a limited-edition long sleeve sh..

The Tombstone 30k/50k/50 mile Trail Run is set to take place at Sunset Hill Farm County Park in Valparaiso, Indiana. Scheduled for March 14, 2026, this event features a new course with more challenging hills. Participants can choose from three distances: 30k, 50k, and 50 miles, with all races allowi..

The Skunk Ape 806/314 Trail Race is an exciting running event taking place on March 21, 2026, at Lowell Park in Dixon, IL. Participants can choose between two challenging distances: 33.75 miles to be completed in 8 hours and 6 minutes, or 13.5 miles in 3 hours and 14 minutes. The race features a uni..

The False Spring Trail Runs is an exciting running event taking place in LaPorte, Indiana, featuring challenging courses through scenic, wooded trails. Participants can choose between a 10K and a Half Marathon, with the latter also offering a relay option. The event is known for its unpredictable we..