Trail Running calendar near Naperville 2026-2027

Trail races of 30k, 50k and 50 mile are scheduled March 13, 2027 at Sunset Hill Farm County Park in Valparaiso, IN, with a 16 hour time limit, one aid station, and finish awards including belt buckles and a wooden medal.

A lap-based trail race at Lowell Park, Dixon IL offering 13.5, 22.5, and 33.75 mile options plus a relay. The course uses an alternating 2.25 mile loop, features a staffed aid station, timed cutoffs, awards, and event apparel for finishers..

A looped trail event at Deer Grove Forest Preserve west in Palatine, IL offering 5.5 mile, 25K, 50K and 50 mile distances. The course is mostly wide and not technical with one aid station at the start and playful on course shenanigans.

Flat out and back half marathon and 10 km on the limestone Great Western Trail, hosted by Fox River Trail Runners. Registration fees and donations support three local mental health charities.

Trail marathon and 10 mile on the Sag Valley Trail at Cap Sauers Nature Preserve in Palos Hills, IL, with wide horsetrail, notable elevation gain, and staffed aid stations along the routes.

The Frontline OCR will take place in Byron on Saturday 22 May 2027. You can run between 5 and 10 kilometers.