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Trail Running Calendar near St. Charles 2026-2027

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Explore the top trail runs near St. Charles for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
The Lockport Fire Foundation presents the second annual Fire Zone 5k, a community 5k run and walk on a marked loop of the Forest Preserve trail starting at Hassert Park. Registered participants present on race day receive a t shirt and finisher medal..
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.
A nighttime 5K trail run in Pingree Grove Illinois with ghostly actors and animatronics, plus a postrace DJ, contests, food, and a finisher medal and event t shirt.
A grassroots trail ultra at Deer Grove Forest Preserve on a 5.5 mile loop with 25K and 50K options, marked course, staffed aid stations, and prize money for top finishers.
November 2026
Trail race at Camp Big Timber on November 8, 2026 with 3 and 5 mile courses, a cold creek crossing, a kids run and a pancake breakfast supporting local Scouts and Elgin Sharks.
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.
Experience the diverse terrain of the historic Lemont Quarries with four trail race distances ranging from 10K to 60K. Runners navigate a mix of flat gravel paths and technical single-track trails through the woods.
A scenic 5K in Deer Grove on November 14, 2026 that welcomes runners, walkers and canicross teams while raising funds for a local scholarship.
Trail laps in Harms Woods North offering 3, 6 and 9 mile options with an aid station each lap, organized by Cussing Runner on November 14, 2026.
Trail races at Wolf Road Woods on November 21, 2026, offering 8-mile and 4-mile loop options with trail terrain, finisher chili, craft brews, and age-group awards.
January 2027
Winter trail race in Crystal Lake, IL featuring a hilly single-track 10K loop and a 50K made of five laps, with 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, IL on a 5 mile loop offering 50K, 15 mile and 5 mile distances with an aid station and age group awards.
Looped trail event at Deer Grove Forest Preserve in Palatine with distances from 5.5 miles to 50 miles and an aid station every 5.5 miles.
May 2027
Nighttime obstacle race in Pingree Grove, IL with multiple 5K heats and a 30K unlimited laps option, illuminated obstacles, live entertainment, and onsite parking.
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 Sag Valley Trail through Cap Sauers Nature Preserve with wide horse trail, multiple aid stations, and notable elevation.
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