Trail Running Calendar Illinois 2026-2027

We have found 103 Trailruns in Illinois. Check below where and when you can find the races.

Potawatomi Trail Runs in Pekin, Illinois features looped single-track trail distances from 10 miles to 200 miles, creek crossings, rolling hills, aid stations every 5 miles, on-site camping, and race-day registration.

A collection of trail races at Camp Ondessonk in Ozark, Illinois on April 11, 2026, including a half marathon, 10k, 5k, and a family one-mile run, with entry fees, T-shirts, and awards for top finishers.

Experience the beautiful trails of Allerton Park in Monticello with a weekend of running events. Choose from a glow in the dark 5k, a 10k, or a half marathon while supporting Make A Wish Illinois.

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 races on a 5-mile loop at Veterans Acres in Crystal Lake, IL, offering 50K, 15-mile, and 5-mile options with a single major aid station, age-group awards, an 8-hour cutoff, and packet pickup the day before and race day.

Loud Thunder 50 is a trail running event at Loud Thunder Forest Preserve near Illinois City, IL offering 50 mile, 50k and half marathon options on mostly single track with significant elevation gain, aid stations, camping and strict 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.

A looped trail event at Deer Grove Forest Preserve in Palatine, IL offering 10K, 25K, 50K and 50 mile distances on mostly wide, non-technical trails with a single aid station at the start and finish.

Experience a bib timed run through the natural twists and turns of Saw Wee Kee Park. Join this spring event to earn a unique medal piece and enjoy the changing seasonal terrain in Yorkville.

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.

May 2026

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.

The Hearts Desire 6-Hour Endurance Run in Herrin is a timed event where runners complete as many 1.3-mile paved loops as possible. All participants get a t-shirt, and awards are given for the most loops completed. Refreshments are available..

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 trail race through the scenic Wildlife Prairie Park in Central Illinois. Choose between an accessible 5k loop or a more demanding 10k course featuring single track trails and post race snacks.

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 trail race at Lake of the Woods Forest Preserve with an approximately 5 miles course through wooded trails and prairie. Organized by Second Wind Running Club with online registration through race day and proceeds supporting the Forest Pre..

Timed 8 hour and 4 hour loop trail events at Chestnut Mountain Resort near Galena, Illinois, with 2.91 and 0.6 mile loops, timing-based mileage awards, a finisher medal, and an on-site meal and after party.

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