Trail Running calendar near Hoffman Estates 2026-2027

Run for six hours on a 1.7-mile trail loop at Luhr County Park. See how many laps you can complete before time runs out. This timed event is organized by the inclusive Crazy Legs Race Series.

Experience a seven month trail adventure through the scenic parks of Waukesha County. Choose from running, walking, or rucking across distances ranging from 5K to a Half Marathon.

Experience a 4 mile trail run through the historic St James Farm in Warrenville. Enjoy a scenic single loop course featuring rolling terrain, limestone paths, and wooded trails with awards for multiple age categories.

Fight for Air Climb at Prudential Plaza in Chicago is a stair climb event on April 12, 2026. It offers Full Route, Half Route, Team and Firefighter climb categories, each covering one mile.

Trail race at Veterans Acres in Crystal Lake on April 18, 2026 offering 50K, 15 Mile, and 5 Mile options on a 5-mile single-track loop with one main aid station and an eight-hour cutoff.

Run through the scenic rolling trails of the Morton Arboretum on a USATF certified 10K course. Enjoy a lively post race party with live music and refreshments while supporting vital tree conservation and research.

Childish Nonsense is a lap based trail event at Deer Grove Forest Preserve in Palatine, IL offering 10K, 25K, 50K and 50 mile distances with a mostly wide path course and a single aid station every 5.5 miles.

Run or walk to support Anderson Humane at their largest fundraiser. Choose a timed 5K run or bring your dog for a 1.5-mile walk along the Batavia Riverwalk. The event includes awards, a lure course, and activities for animal lovers.

Experience an illuminated night obstacle race in Mchenry featuring torch lit trails and technical rigs. Participants can enjoy live entertainment and bonfires after completing their 5k or unlimited lap challenge.

Experience the Three Ravines Course at Wolf Road Woods with distance options of 3.1 or 5.4 miles. This family friendly trail event features a mix of single track terrain and a post race celebration with craft brews.

Test your discipline in this 6 hour trail challenge where you must complete a 5K every hour to stay in the race. Earn unique patches and medals while navigating the natural terrain of Deer Grove East.

Run a flat, out-and-back course on the historic Great Western Trail. Choose from a half-marathon or 10K distance. Your registration supports local mental health charities.

Experience a scenic trail run through the Sag Valley Trail system with a marathon or 10 mile distance. Enjoy a non technical horse trail course followed by post race chili and beer at Teason’s Woods.

A classic Midwest ultra on varied glacial terrain offering 50-mile, 50K and half-marathon options with scheduled training runs, a strict no-transfer policy and on-site medical support.

The Chicago Yeti 7/11 Hour Endurance Run is a timed trail event on a 4-mile loop through the Palos Preserves. Runners choose a 7 or 11-hour goal, fueled by a unique aid station with unconventional snacks. It's a cupless race focused on incl..

A low-impact trail event at Lapham Peak Park offering distances from a Kiddos 1K to a half marathon, with ruck and walk options, cupless aid stations, and proceeds benefiting Tall Pines Conservancy.

Experience the spring blooms at Bristol Woods County Park during this hilly trail run and hike. Support local environmental education while navigating scenic dirt paths through the Pringle Nature Center.

Navigate the single track routes and wooded hills of the Outback Trail at Imagination Glen. This event features a 12K race and a 3K kids run through shaded terrain with mud and water crossings.

Test your grit at Byron Motosports Park with tactical obstacle courses ranging from 5K to 10K endurance laps. Choose from elite vest challenges, weighted rucking, or open waves designed to honor the resilience of first responders.

Experience an authentic trail run at Stoney Run County Park featuring a five mile course with an optional pond crossing. Celebrate Memorial Day with a traditional timed race and a post run gathering in Hebron.