Trail Running calendar near Elgin 2025-2026

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Tackle winter trails in the Fox Valley with a three part Challenge Series featuring a 5K in Batavia, 8K in Aurora and 10K in St Charles across Jan to Mar. Register single or as a bundle and earn upgraded swag for multiple races.

Tackle the middle race of the Fox Valley Winter Challenge Trail Series on Feb 21, 2026: an 8K at Oakhurst Forest Preserve with a steep sledding hill climb and twisty, rolling winter trails. Finishers get a custom medal and premium cold weat..

The Yeti Trail Half Marathon will take place in Westville on Saturday 21 February 2026.

Brave frozen trails at ARKTOS in Dousman, Wisconsin where runners complete as many loops as they can in 6, 12, or 20 hour formats. Small field, warming shelters, hot drinks and a race meal with vegan chili make this a cozy winter ultra.

Run the twisty winter trails at Saw Wee Kee Park with bib timing and wave starts; terrain can shift from muddy footing to wildflower lined sections. Part of a four race series where each finish earns a medal piece and seasonal swag.

Enjoy a scenic 5K trail run or walk at Sunset Hill County Park in Valparaiso on March 7, 2026, through wooded rolling hills. All ages are welcome with awards, tasty postrace refreshments, and a friendly Police and Fire challenge.

Tombstone 30k 50k and 50 mile is a rugged trail race at Sunset Hill Farm in Valparaiso IN featuring a new hilly course and the Roller Coaster hills. Finishers get limited edition apparel and a cowboy hat and top distances earn a belt buckle..

Muddy Shamrock at The Forge in Lemont is a scenic but technical trail race with half and quarter options over wooded single and double track, rocks, roots and mud. Chip timing, a race shirt, age group awards and a festive post race party aw..

Take on the Skunk Ape 806 314 Trail Race at Lowell Park with 33.75 mile and 13.5 mile solo options or a team 806 relay. Alternate wooded loops, enjoy hearty aid station fare and finisher swag, and chase podium awards and great camaraderie.

Join Trailbreaker in Waukesha for a scenic trail and road race offering distances from a marathon to a kids 1K, with ruck options and a Run Any Distance challenge. Family friendly and fundraising for local parks.

Join the Earth Day trail run at Veterans Acres in Crystal Lake offering 50K, 15 mile and 5 mile options on a rolling 5 mile single track loop around the pond. Enjoy homemade aid station treats and a friendly, eco minded race atmosphere.

Run 10K, 25K, 50K or 50 Miler loops at Deer Grove Forest Preserve West in Palatine. Mostly wide non technical trails, a single aid station, pacers allowed for 50 Miler after four loops, and on course shenanigans promise a fun day.

Join the Saw Wee Kee Spring Trail Run on April 25, 2026 at Saw Wee Kee Park for a scenic, twisty course over soft spring trails that may be muddy or flower strewn. Wave starts, bib timing and a piece of a collectible multi part medal.

Test your limits on scenic loops through Southern Kettle Moraine at the Prickly Pine Jackpot 24 Hour in Dousman, WI. Choose 3, 6, or 9 mile loops for 6, 12 or 24 hour solo and relay races and chase a cash jackpot for top finishers.

Run scenic trails at Teason's Woods in Palos Hills on May 9, 2026 with marathon or 10 Mile options over rolling terrain and shared two way trails. Enjoy event apparel, a wooden sunflower medal for finishers, plus post race chili and beer.

Take on a 4 mile loop through Wolf Road Woods in the Palos Preserves with 7 hour and 11 hour timed options. Enjoy rolling single track, hearty aid station fare and live lap scoring as you chase your endurance goals.

Join the JH Memorial 5 Mile Trail Run on May 25, 2026 at Stoney Run Park for a rugged trail with marked turns, a water station, and an optional pond crossing. Finishers receive snacks, medals for top places, and a free water bottle.

Backyard Nonsense on June 6, 2026 invites runners to scenic trails at Richard Bong State Recreation Area with rolling hills and lakeside sections. Enjoy a welcoming community and choose timed options from 3 hour to a full 24 hour ultra.

Enjoy the Saw Wee Kee Summer Trail on June 6 at Saw Wee Kee Park, featuring soft, twisty trails, rolling elevation and seasonal surprises from mud to blooms. Bib timed wave starts, seasonal swag, and a piece of a four race series medal.