Trail Running calendar near Rockford 2024-2025

The Whitewater Trail Challenge is an exciting running event taking place on June 21, 2025, in Whitewater, Wisconsin. Participants can choose from three race distances: a 10K, a half marathon, and a 50K, all set against the stunning backdrop of the Ice Age Trail, a 1,200-mile scenic footpath. The cou..

The Pinetum Mind Games Endurance Event is a unique running challenge held at Lowell Park in Dixon, IL, featuring a .411-mile loop course. Participants can choose to compete solo or in relay teams over 6, 12, or 24 hours, testing their mental and physical endurance. The event encourages runners to pu..

The Chupacabra Trail Races, taking place in Dixon, IL, offers participants a unique night running experience on August 9, 2025. Runners can choose from three distances: 5 miles, 10 miles, or 15 miles, with a loop course that combines grass, gravel, and dirt trails. The event features a single aid st..

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, with options for 2 or 4-person teams. The race is set in a scenic 58-acre park, where runners will navigate a ..

The Last Dot Standing event, hosted by Ten Junk Miles, takes place from September 19 to 22, 2025, in Belleville, WI. This unique running challenge requires participants to alternate between running 4.2 miles to Dot's Tavern and back, with a one-hour time limit for each leg. The event continues until..

The Hennepin Hundred is Illinois' only point-to-point, all-trail ultramarathon, taking place along the scenic Hennepin Canal State Trail. This event features multiple race distances, including a 100-mile, 50-mile, and 50K, making it suitable for both seasoned ultrarunners and newcomers. The course i..

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..

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 enj..

The Forge Trail Run Festival is an exciting trail running event taking place in Lemont, Illinois. Scheduled for November 15, 2025, the festival features multiple race distances, including a 10K, 20K (Half Marathon), 30K, and 60K. Participants will navigate through scenic single and double-track trai..

The Bucks & Does 13.1 Pointer is a running event taking place in Nashotah, Wisconsin, featuring multiple race distances including a 5K, 10K, and a half marathon (13.1 miles). This themed race, held during deer hunting season, offers participants a fun atmosphere with deer puns and a scenic course pr..