Trail Running calendar near Shorewood 2025-2026

The Skunk Ape 806/314 Trail Race, held at Lowell Park in Dixon, Illinois, offers challenging trail running events on March 21, 2026. Participants can choose between a 33.75-mile race to be completed in 8 hours and 6 minutes, a 13.5-mile race with a 3 hour and 14 minute limit, or a relay option. The..

Save the Drama for your Llama 6 Hour Trail Run is a six-hour trail running event held at Luhr County Park in La Porte, Indiana. The course is a 1.7-mile loop, and participants aim to rack up as many laps as possible within the 6-hour window (a lap not completed before the 3:00 p.m. cutoff does not c..

The Earth Day 50k is a trail running event held in Crystal Lake, Illinois, at Veterans Acres Park. It offers three race distances: 50 kilometers, 15 miles, and 5 miles, all starting together on a 5-mile loop course featuring single track trails and rolling hills. The race emphasizes environmental re..

Childish Nonsense is a trail running event held in Palatine, Illinois, at Deer Grove Forest Preserve West. It offers multiple distances: 10K, 25K, 50K, and 50 miles, with courses consisting of laps on a mostly wide, non-technical trail. Runners encounter a single aid station at the start/finish area..

Set in Palos Hills, Illinois, the F^3 Cap Sauers Trail Marathon & 10 Mile runs through the Cap Sauers Holding Nature Preserve, the largest tract of undeveloped land in Cook County. The event offers two distances: a marathon (26.2 miles) and a 10-mile option. The course uses the Sag Valley Trail syst..

Chicago Yeti 7-11 Hour Endurance Run is held at 9800 Wolf Rd, Willow Springs, IL. The race centers on a four-mile loop through Palos Preserves, featuring a mix of single-track forest, double-track trails, rolling hills, and quick runnable sections that suit a range of paces. The atmosphere blends sk..

JH Memorial 5 Mile Trail Run takes place at Stoney Run County Park, Hebron, Indiana. The Crazy Legs Race Series offers a 5-mile trail course through park trails in a low-key atmosphere. The course is marked with flags and arrows at major turns; an aid station with water and Gatorade appears around m..