Illinois
Illinois Trail Running Calendar 2026-2027
Explore the best trail runs in Illinois for 2026-2027! Our updated list features 83 exciting trail runs across the region. Find your next trail run in Illinois below and join the trail community at these great events!
October 2026
5.7 mile trail run, 2 mile nature walk, and a virtual 5.7 mile option at Robert Allerton Park on October 25, 2026, with varied terrain and park support.
A first-time 5K trail run and walk at Rainbow Scout Reservation in Morris, IL with a shirt and patch included and proceeds supporting the Scouting program.
Family-friendly 5K and 1-mile walk/run at Lakeland Park on October 31, 2026, hosted by the Canton YWCA with proceeds supporting local YWCA programs.
A Halloween-themed trail event at Friends Creek Conservation Area featuring a costumed 5K and a kids 880 yard dash with costume prizes and goody bags.
Trail races and a one mile fun run around Beaver Dam State Park raising funds for the Macoupin Center for the Developmentally Disabled.
November 2026
Annual 5K and 10K runs plus a 5K walk and virtual options around Meadowbrook Park in Urbana to benefit Grand Prairie Friends.
Nighttime trail running at Illiniwek Forest Preserve with 7K and 14K courses, required headlamps, aid stations, and postrace fire and live music.
A fun 5K run and walk on the fairways of Deer Park Golf Club in Oglesby with post-race refreshments, shirts while supplies last, and proceeds to Illinois Valley PADS.
Trail runs at Camp Big Timber on November 8, 2026 with 3 and 5 mile loops, a kids run, creek crossing, participant shirts and pancake breakfast.
A 3 mile cross country event in Schaumburg on November 8, 2026 with separate men's and women's races and an optional team competition.
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.
Multi-distance ultramarathon on the Tunnel Hill State Trail in Vienna IL with certified 100mi, 100km, USATF 50mi championship and marathon options.
Fall trail races in Pekin IL on a reversed 10 mile loop, offering 3.5, 10, 30 and 50 mile options with creek crossings and 1300 feet gain per loop.
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 trail race at Harms Woods North, Morton Grove offering lap-based 3, 6, and 9 mile options with aid at each lap and inclusive entry policies.
Community 5K and kids fun runs at Farmingdale Elementary on November 14, 2026, raising funds for the school.
Trail races at Wolf Road Woods on November 21, 2026 with 8 mile and 4 mile options, shirts, finish-line chili and brews, plus awards and a post-race raffle.
Celebrate Thanksgiving with a 2 mile run through the wooded trails of Sheffield Illinois. Wear your best holiday costume for a chance to win prizes at this untimed community event.
54th Annual Rockford Road Runners Turkey Trot is an approximate 5K trail race at Atwood Park with chip timing, day of packet pickup, and donations for local charities.