Trail Running calendar near Kankakee 2026-2027

Trail races of approximately 4, 9.5 and 13 miles at Paul Douglas Forest Preserve on August 23, 2026. Part of the Dick Pond Athletics Darn Tough Trail Race Series with awards, raffle prizes, and proceeds benefiting Chicago Area Mountain Bike..

A timed 10-hour endurance run at Bluhm County Park on August 29, 2026 where runners repeat a 4 to 4.1 mile trail loop with hourly cutoffs, chip-based prizes, a limited-edition shirt, and a wooden medal.

A continuous loop trail race at Half Day Forest Preserve offering 3.1 mile laps for 40 or 50 mile distances, with a 12 hour cutoff and fully stocked aid at each lap. Crew access and personal staging areas are provided.

Loop based trail event at Half Day Forest Preserve near Vernon Hills, Illinois. Runners complete one 5K loop at a time on mostly flat crushed limestone, gravel and natural trails with centralized aid and crew access.

A half marathon and 10k at Danada Forest Preserve in Wheaton on crushed limestone trails, finishing around the horse race track. USATF certified courses with chip timing, pacers, finisher medals, shuttle parking and packet mailing options.

A timed urban ultra at Horner Park with 3, 6 and 12 hour options on a short paved loop, hourly challenges, a single aid station, and two or four person relay teams.

Experience the 46th annual trail run through Kickapoo State Recreation Area featuring a scenic pond loop and a longer 95 percent trail course with creek crossings and steep hills.

Cornell Days 5k and 1 Mile Fun Run/Walk is a family friendly event at Clinton Keith Mills Memorial Park with an out and back county road course and a postrace breakfast cookout.

An obstacle course race at Indiana Dunes National Park on September 13, 2026, featuring 10k, 5K and a K9 3.1-mile event. The course uses varied landscapes to reflect terrains associated with military service.

Midwest OCR in Marseilles, Illinois features 5K and 10K obstacle courses, ruck options, a kid's loop, and a multi-lap Bearded Challenge, with finisher shirts, medals, and professional photos included; elite divisions award podiums and cash..

A loop-based running event at Limestone Park offering 8 hour and 4 hour races on a 1.65 mile course with mixed crushed limestone and asphalt terrain. Scoring is by completed loops and proceeds support local organizations.

Midwest Spartan Trifecta Weekend at Badlands in Attica IN offers Sprint, Super and Beast obstacle races across 1,200 acres of sand dunes, rocky paths, forests and creek beds; kids races and spectator options are also available.

Experience the Bloomingdale Trail Run in Chicago featuring a timed 5K and short dashes for youth. This annual event offers a variety of distances on an urban trail for a family friendly day of running.

Timed 6 hour and 12 hour events on a two mile loop along Evanston’s lakefront and the Northwestern University campus. The course has paved and crushed gravel sections, two aid stations, public fountains, and handcrafted finisher awards.

Multi-distance trail event at Tryon Farm featuring a 4 mile loop used for 2 mile, 4 mile, 8 mile, 25k and 50k races. The course mixes grassy fields and single track trails with basic aid and parking across the street.

Run The Woods is a trail event at Timber Pointe Outdoor Center in Hudson, IL featuring 5K and 8K races with youth divisions and a one mile untimed trail walk. Proceeds benefit Easterseals Central Illinois and Timber Pointe Outdoor Center.

A community trail event in Valparaiso with a single-loop 5K and a two-loop 30K team relay hosted by local firefighters, featuring chip timing, aid stations, and team results.

A community 5k run and walk hosted by the Lockport Fire Foundation on October 4, 2026 at Hassert Park in Lockport, IL. Entry includes a t-shirt and finisher medal for registered participants present on race day.

A community 5K in Flossmoor with a parallel virtual 5K that raises funds and collects goods to support local families experiencing hidden homelessness and provide school supplies for homeless children.

Trail run at Saw Wee Kee Park on October 17, 2026, over soft, twisting trails with variable footing. Bib-timed waves, part of a four-race series with collectible medal pieces and seasonal swag.