Trail Running calendar near Crystal Lake 2025-2026

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL, featuring multiple race distances: 50 Miler, 50K, 25K, and 10K. The course consists of wide paths, making it accessible for participants of all levels. The event aims to foster a sense of commu..

The Earth Day 50K/15 Mile/5 Mile event, taking place in Crystal Lake, IL, offers participants a choice of three challenging race distances. Set in a scenic environment, the course features rolling hills and single-track trails, designed to provide an exhilarating experience for runners. The event pr..

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting endurance running event taking place in the scenic Kettle Moraine State Forest. Participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course features three unique loops of differ..

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 Wildflower Run is an exciting running event taking place in Bristol, Wisconsin, featuring a 4.5-mile trail run and a 2-mile fun run/hike through the scenic Bristol Woods County Park. Scheduled for the third Saturday in May, the event coincides with peak wildflower viewing, making it a beautiful..

The Chicago 7-11 Hour Endurance Run, organized by Yeti Trail Runners, is a unique trail running event set in Willow Springs, IL, on May 17, 2025. Participants can choose between a 7-hour or 11-hour endurance challenge, navigating a scenic 4-mile loop through the picturesque Wolf Road Woods and Palos..

Trail Run Xtreme is an exciting trail running event held in Portage, Indiana, featuring a challenging 12K trail race and a 3K kids race. Participants can expect a rugged course filled with roots, hills, and mud, designed to test their endurance and spirit. The event promotes camaraderie among runner..

The Sugar Badger 50/50 and Half is a scenic running event taking place in Belleville, Wisconsin, featuring a 50-mile, 50K, and half marathon distance. The race is set on the flat and soft rail trails of the Badger State Trail and the Sugar River State Trail, offering picturesque views, trestle bridg..

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 Hickory Knolls Trail Run, taking place on June 8, 2025, at the Hickory Knolls Discovery Center in St. Charles, IL, features a 5K, 10K, and a 10K relay event. Participants can enjoy a scenic course that includes grass and dirt trails, with a mix of flat sections and hills.The event is part of the..

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 region, with..

The Whitewater Trail Challenge is an exciting running event that takes place along a scenic segment of the Ice Age Trail in Wisconsin, showcasing the stunning landscapes shaped by ancient glaciers. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K, all design..

The Kishwauketoe 5K Cross Country Run is a community-focused running event taking place 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 hills, woods, and prairie, with..

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..

The Chupacabra Trail Races, set in Dixon, IL, offers a unique night running experience on August 2, 2025. Participants can choose from various distances: 5 miles, 10 miles, 15 miles, or a 15-mile relay team option. The course features a mix of grass, gravel, and dirt, with a single track section.Run..

The New Glarus Woods Trail Run is an annual event that celebrates outdoor fitness and community spirit, taking place in New Glarus, Wisconsin. This year marks the 6th edition of the run, which is part of the Savanna Trail Run Series. The event features multiple race options, including a 1 Mile Fun R..

The Gristmill Grind 10K is an annual trail race held at Franklin Creek State Parks Natural Area, known for its challenging terrain and scenic views. Scheduled for August 30, 2025, this event features a 10K race with significant elevation changes and creek crossings, as well as a 1-mile walk for part..

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..