Trail Running calendar near Kankakee 2026-2027

A daylong, in-person endurance event where runners complete a marathon by running 1.09 miles every hour and resting on site between efforts, with camping allowed and a finisher medal awarded.

Oakadoke Trail Runs in Valparaiso, IN features single track trails with varied terrain and pond views. Three distances are offered, aid stations are spaced along the route, and a post race meal is provided; the event is cupless.

A loop ultrarunning event at Kennekuk Cove County Park with 3.25 mile laps, aid stations, camping, shirts and swag bags, and four hour and eight hour runner and walker options. Field limited to 250 participants.

Continuous 3.1 miles loop race at Deer Grove East offering 40 or 50 mile options with a 12 hour cutoff. Centralized aid every lap, designated crew access, pacers allowed, and on-course medical support.

Loop-based trail event at Deer Grove East Forest Preserve in Palatine, Illinois. Distances run from 5K to 50K and each lap returns to a central aid station so athletes can decide how far to continue.

A retro 5K cross-country race by Fox River Trail Runners at Settler's Hill in Geneva. Entry fees are $10 for members and $12 for non-members, and proceeds support the course's preservation.

A youth and family 2K obstacle course at Maxwell Park with about 15 obstacles. Waves serve ages 5 and up; participants get a shirt, medal and a timed result, with trophies for top three in each competitive age group.

A community cross country event in Mount Prospect offering 1, 2 and 3 mile races. Entry is $25 and proceeds benefit the Little Giraffe Foundation.

Hill of a Race 2026 in Bloomington, IL combines a lap based Endurance Challenge with multiple 3 mile obstacle course waves, including competitive men, women, masters and several recreational waves.

Loop based endurance event at Busse Woods on August 15, 2026 offering repeated 3.1 mile laps over smooth crushed limestone and packed gravel. Distances range from 5K to 50K with a central aid station and open loop format.

Continuous 3.1 mile loop at Busse Woods near Elk Grove, IL offering 40 and 50 mile options with a fully stocked aid station every lap and a 12 hour cutoff. Runs alongside The Next Loop series but is scored separately.

A free alumni 2 Mile cross country meet on 08/15/2026 in Chicago Heights that uses chip timing and decade-based teams and head-start groups, with team scoring based on finishing place.

A day of looped trail events at Comlara near Hudson, IL, with timed options from one hour to twelve hours, a relay race, and an open course option. Runners complete roughly four mile loops and must return each hour to continue.

Trail running at Paul Douglas Forest Preserve with approximate 4, 9.5 and 13 mile courses on single-track trails. Part of the Dick Pond Athletics Darn Tough Trail Race Series and benefiting the Chicago Area Mountain Bikers.

A 10-hour endurance run at Bluhm County Park in Westville, IN, on an about 4 mile trail loop. Runners must complete each loop within the hour, earn chips for prize tables, and receive a limited edition t-shirt and wooden medal.

A continuous loop trail race at Half Day Forest Preserve near Vernon Hills, Illinois. Runners complete repeated 3.1 mile loops toward a 40 or 50 mile total with a 12 hour cutoff and a fully stocked aid station each lap.

Looped trail event at Half Day Forest Preserve in Vernon Hills with a 5K loop and multiple distance options. The course runs on crushed limestone, gravel, and natural trails through woodlands, prairies, and riverfront scenery.

A 3.62-mile all-grass cross-country race at Lovelace Park in Evanston with individual and team entries, tiered entry fees by registration period, a performance shirt with entry, and a post-race awards gathering with food.

Set on the crushed limestone trails of Danada Forest Preserve in Naperville on Sep 5, 2026, this USATF certified event offers a chip timed half marathon and 10K, finisher medals, pacers, live tracking, and shuttle parking from off site lots..

A remembrance event at the Lake County Fairgrounds Grandstand in Crown Pont, IN where participants climb 17 laps totaling 1,980 steps or join a 1 mile non timed walk. The event includes hero wristbands, limited finisher medals, and supports..