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Trail Running Calendar near Hoffman Estates 2026-2027

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Explore the top trail runs near Hoffman Estates for 2026-2027! We've gathered 42 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail race in Crystal Lake on single-track loops of about 5 and 10 miles, marked course, race shirt and finisher medals; cup-less event.
Oct 18, 2026 in Spring Grove: run through a corn maze and farm with 10K, 5K including a 250 turn maze option and a 1 mile Family Adventure, plus finisher medals.
A Halloween-themed trail event in Pingree Grove, IL on October 23, 2026 with multiple 5 km heats, haunted sets and animatronics, plus a costume contest, bonfire and food; spectator fee $10, free parking.
A trail ultramarathon at Red Gate Woods near Chicago offering 25K and 50K on a clockwise single track loop of about 5.5 miles, with staffed aid stations, course maps, and no pacers allowed.
Howloween 5K in Schaumburg is a chip timed 5K run or walk at Busse Woods that supports animal shelters. Pets may join without registration and a virtual participation option is available.
November 2026
Trail races at Camp Big Timber in Elgin with 3- and 5-mile looped courses, a creek crossing, event apparel and pancake breakfast, supporting local youth organizations.
A 3-mile cross-country race at the MacNider course in Schaumburg on November 8, 2026, with separate women's and men's races, optional team scoring, pre-race packet pickup, and a $25 registration fee.
A trail festival in Lemont on November 14, 2026, offering 10K, 20K, 30K and 60K on single and double-track trails and gravel around the Lemont Quarries and I&M Canal, with multi-lap courses and variable terrain.
An annual canicross friendly 5K at Deer Grove-East in Palatine on November 14 2026 supporting a local scholarship fund, with awards, refreshments and a paved course option.
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 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.
January 2027
Winter trail race in Crystal Lake with a hilly single-track 10K loop and a 50K made of five laps, staffed aid stations, finisher medals, and age-group awards.
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.
February 2027
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.
March 2027
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.
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.
April 2027
Trail races in Crystal Lake, Illinois on a 5.2 mile loop offering 50k, 15 mile and 5 mile options through single track, prairie and pine forest.
Trail ultraraces at Deer Grove Forest Preserve in Palatine IL featuring 5.5 mile laps, central aid station, inclusion policies and a playful race atmosphere.
May 2027
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.
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