Trail Running calendar near Yorkville 2026-2027

A community Turkey Trot through Atwood Park near 5k with chipped timing, common trail obstacles and door prizes. No GPS or timing devices are allowed and donations are collected for local causes.

A Thanksgiving 5K on the Green Bay Trail at Winnetka Train Station featuring rolling start waves, a family division, packet pickup before race day, post-race refreshments, and support for local charities.

A 2.5 mile chip timed cross country Turkey Trot on Thanksgiving morning in Orland Park, with long sleeve race shirts, a post race raffle, and prize turkeys for top finishers.

Regional cross country championships in Kenosha, WI on November 28, 2026, featuring multiple 5K races and a 3K youth event. Top finishers in the championship race can qualify for the Brooks XC National Championships in San Diego.

A public cross country race in Evanston with three all-grass loops, team and individual scoring, included long-sleeve race shirt, and a post-race awards cookout; entry fees vary by registration date.

Experience a cross country style trail race through the Timber Pointe Nature Center at Lake Bloomington. Choose between 4K and 8K loops or a three hour endurance challenge while supporting local nature conservation.

A four-race winter trail series in Dixon, Illinois, featuring events from 5K to 20K across mixed terrain. Individual race and full-series entry options are available, with series awards and completion apparel for multi-race finishers.

A dog-focused trail run at Lake Geneva Ziplines and Adventures offering one or two loops on winding singletrack. Canicross and dog friendly options are available, with podium awards reserved for dog-equipped finishers and a finisher gift fo..

A winter trail series at Dick Young Forest Preserve in Batavia featuring 5K, 8K, and 10K races on separate dates in early 2027, with combined registration and a series swag reward program.

A winter obstacle race at Lake Geneva Ziplines & Adventures on January 30, 2027 offering distances from a kids loop to a 20K Yeti Challenge; fun heats allow optional obstacles while a competitive division awards cash prizes. All in-person f..

Trail races at Oakhurst Forest Preserve in Aurora, Illinois, the series includes 5K, 8K, and 10K events in early 2027 with a single registration and series swag rewards; the 8K fee is $65.00.

Early-season trail races at The Forge in Lemont, Illinois, on wooded single and double track trails with mud, roots and gravel. Distances offered are 13.1 miles and 6.5 miles with technical singletrack sections.

Trail races at Sunset Hill Farm County Park in Valparaiso offering 30k, 50k and 50 mile distances, one aid station, distinct finisher awards and varied terrain.

A 10K trail race at Hickory Knolls Discovery Center in St. Charles, IL with a $70 entry fee. The race is part of a winter series that also includes a 5K and 8K and uses a single registration page.

A looped trail event on March 27, 2027 in Lowell Park, Dixon, IL offering 33.75, 22.5, and 13.5 mile timed races plus an 806 relay, with a 2.25 mile alternating loop, manual lap tracking, aid at the start/finish, and awards.

A lap-based trail event in Palatine, Illinois on April 24, 2027 offering 50 Miler, 50K, 25K and 5.5 Miler races with one aid station at the start/finish and a 7pm cutoff.

Flat out and back half marathon and 10K on the limestone Great Western Trail with a 25 plus year history and proceeds supporting 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 Chicago 7/11 Hour Endurance Run will take place in Willow Springs on Saturday 15 May 2027.

An obstacle course event at Byron Motosports Park on May 22, 2027 offering 10K and 5K waves, Special Forces, Ruck division and a kids course, produced by a nonprofit honoring service members.