Trail Running calendar near Wheaton 2025-2026

The Tour de Trails is an exciting running event organized by the Rockford Road Runners, featuring both a 9-mile and a 12-mile race. Scheduled for February and March 2025, this event invites runners of all levels to experience the scenic trails of Rockford. Participants can enjoy a well-organized rac..

The Yeti Trail Half Marathon is set to take place at Bluhm County Park in Westville, Indiana. This unique race features a challenging course consisting of three loops primarily on single-track dirt trails, complete with switchbacks and tree roots. Participants will enjoy a low-key atmosphere with ma..

The Bald Unyielding Twilight Trail Trial is an exciting ultra-running event taking place at the Bald Hill Prairie Preserve in Mount Morris, Illinois. Scheduled for February 22-23, 2025, this unique race features timed segments of 3, 6, and 12 hours, allowing participants to test their endurance in t..

The Foot Pursuit 5K Trail Race is an exciting running event taking place at Sunset Hill County Park in Valparaiso, Indiana. This challenging 3.1-mile trail run features rolling hills and a scenic wooded course, perfect for both competitive runners and casual participants. The race includes age group..

The Tombstone 30k/50k Trail Run is an exciting trail running event taking place at Sunset Hill Farm County Park in Valparaiso, Indiana. Scheduled for March 8, 2025, participants can choose between two distances: 30k and 50k. The course features challenging loops, including the famous "Roller Coaster..

The False Spring Trail Runs is a challenging trail race held at Soldiers Memorial Park in LaPorte, Indiana. Participants can choose between a 10K and a Half Marathon, with the course featuring scenic woodsy single-track trails, winding switchbacks, and views of lakes and ponds. The event is known fo..

The Muddy Shamrock @ The Forge is an exciting trail running event taking place in Lemont, IL, featuring a Trail Half Marathon and a Trail Quarter Marathon. Scheduled for March 15, 2025, this fourth annual race promises a challenging course through scenic wooded trails, including single and double-tr..

The Skunk Ape 806/314 Trail Race is a unique running event taking place on March 22, 2025, 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 2.25-m..

The Forrest Gump Hump 5K Trail Run is scheduled to take place at Oak Ridge Prairie and Oak Savannah Trail in Griffith, Indiana. This event, organized by the Crazy Legs Race Series, promotes non-pavement races in the Northwest Indiana region. Participants can expect a fun and challenging course, with..

The Trailbreaker is an annual running event held in Waukesha, Wisconsin, since 1993, featuring a variety of races including a Marathon, Half Marathon, 10K, 5K, Walk, and a Kiddos 1K. Organized by the Park Foundation of Waukesha, the event serves as a fundraiser to enhance local parks and recreation..

The Earth Day 50K/15 Mile/5 Mile event, taking place on April 26, 2025, in Crystal Lake, IL, offers participants a choice of three race distances. The course features a scenic 5-mile loop through single track and rolling hills, designed to challenge runners while promoting a landfill-free environmen..

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL. Participants can choose from various distances, including a 50 Miler, 50K, 25K, and 10K, all set on a wide, non-technical trail. The event emphasizes community and inclusivity, offering free en..

The Great Western Half-Marathon & 10K, organized by the Fox River Trail Runners, is a well-established running event held on the scenic Great Western Trail. Celebrating over 25 years, this competitive race features a flat, out-and-back course, making it accessible for runners of all levels. Schedule..

The F^3 Cap Sauers Trail Marathon & 10 Mile is set to take place in Palos Hills, IL, on May 10, 2025. This event features a challenging marathon and a 10-mile race, both traversing the scenic Cap Sauers Holding Nature Preserve, the largest undeveloped area in Cook County. Participants will experienc..

The Chicago Yeti 7-11 Hour Endurance Run is a unique trail running event that combines endurance, camaraderie, and a fun atmosphere. Set in Willow Springs, Illinois, participants can choose between 7-hour and 11-hour races on a scenic 4-mile loop through the Palos Preserves. The course features a mi..

Bong Backyards is an exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held annually in June, featuring a variety of race distances including 100 miles, 100 kilometers, 50 kilometers, and 38 miles. Established in 1996, this trail race showcases the scenic beauty of the Kettle Moraine State Forest,..

The Whitewater Trail Challenge is a scenic running event taking place on June 21, 2025, in Whitewater, Wisconsin. Participants can choose from three distances: a 10K, a half marathon, and a 50K, all set along the iconic Ice Age Trail, which spans 1,200 miles across the state. The course features a m..

The Kishwauketoe 5K Cross Country Run is an exciting running event taking place at the Kishwauketoe Nature Conservancy in Williams Bay, Wisconsin. Participants can choose between a 5K run/walk and a children's 1/4 mile walk/run for ages 10 and under. The course features scenic grass trails through h..

The Pinetum Mind Games Endurance Event is an exciting running challenge held at Lowell Park in Dixon, IL. Participants can choose to compete in 6, 12, or 24-hour formats, either solo or as part of a relay team. The course consists of a .411-mile loop designed to test mental and physical endurance, e..