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Trail Running Calendar near Willow Springs 2026-2027

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Explore the top trail runs near Willow Springs for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Half marathon and 10K through Danada Forest Preserve on crushed limestone trails, USATF certified, chip timed with finisher medals and pacers for the half marathon.
A timed ultrarun in Chicago with 3 hour, 6 hour and 12 hour options on a roughly one mile loop, hourly playful challenges, on-course aid and relay team choices.
Turbo Trot in Geneva offers a 2.5 mile run, a 1 mile kids race and a mini road race rally for ages 3 to 8, with shirts, awards and a scholarship fundraiser.
An obstacle course race at Indiana Dunes National Park on September 13, 2026, featuring 10k, 5K and a K9 3.1-mile event. The course uses varied landscapes to reflect terrains associated with military service.
Experience the Bloomingdale Trail Run in Chicago featuring a timed 5K and short dashes for youth. This annual event offers a variety of distances on an urban trail for a family friendly day of running.
Timed 12 hour and 6 hour races on a 2 mile lakeside loop in Evanston with aid stations, public fountains, and handcrafted finisher awards.
A 30 minute run or walk up Mt. Hoy in Blackwell Forest Preserve, Warrenville IL, with proceeds funding two years of housing through Bridge Communities.
A one-mile color run or walk at Montessori School of Lemont with a color-splashed t-shirt, eco-friendly confetti, and proceeds supporting outdoor learning.
October 2026
A 2 to 3 mile run or walk on October 3, 2026 in Midlothian Meadows with a guided visit to Bachelors Grove cemetery and a post-event beer and raffle.
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..
A community 5K in Flossmoor with a parallel virtual 5K that raises funds and collects goods to support local families experiencing hidden homelessness and provide school supplies for homeless children.
A 5K in New Lenox on October 10 held on a cross country course with in person and virtual options to raise funds for men's mental health and suicide prevention.
5K and 10K trail run and walk at Swallow Cliff South Forest Preserve in Palos Park, featuring gravel trails, sustainable race kits, and age group awards.
Trail races at Deer Grove Forest Preserve on Oct 24, 2026 offering 50K, 25K and 5-mile options on a runnable 5.5 mile loop with stocked aid stations and cash prizes.
November 2026
Camp Big Timber trail race on November 8 2026 with a creek crossing, 3 and 5 mile routes, pancake breakfast and a kids fun run.
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 November 14 2026 community 5K in Palatine supporting the Nikki Cozzi-Carso Scholarship Fund, featuring a canicross-friendly course, awards for humans and dogs, and a purple awareness theme.
A fall trail race at Harms Woods North in Morton Grove with 3, 6 and 9 mile lap options, aid at each lap, and inclusive entry policies.
Trail races at Wolf Road Woods with 8 mile two loop and 4 mile one loop options, post race chili and craft brews, plus age group and overall awards.
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