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Illinois Trail Running Calendar 2026-2027

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Explore the best trail runs in Illinois for 2026-2027! Our updated list features 90 exciting trail runs across the region. Find your next trail run in Illinois below and join the trail community at these great events!

June 2027
First race of the Central Illinois Summer Trail Series at Kinsey Park in Peoria, featuring an about 4.16 mile loop with hills, runnable sections, and themed stretches.
Trail races at Waubonsee Community College on June 12, 2027 featuring chip timed 5K and 10K options, packet pickup choices, live results, and awards for the fastest female and male finishers.
A 7.1 miles trail race at Kennekuk Cove County Park featuring wooded trails, nine bridges, one aid station midway, finisher medals for the first 150, and a post race party.
Vineyard 5k at Mackinaw Valley Vineyard and Winery on June 13, 2027 with post race wine, chip timed results, and age group awards.
A family-friendly mud run at Megacross on June 26, 2027 featuring obstacles, waist-deep mud pits, a pre-party, and Value and VIP registration options.
July 2027
Weekend trail races at Camp Wokanda near Chillicothe IL with loop courses from 4 miles to 100 miles, large elevation gains, aid stations, and on site camping.
Evening trail races at Dirksen Park in Pekin on July 9, 2027 featuring two 5 mile entries over dirt paths and singletrack, each with a $25 entry fee.
Members only five hour run or walk at Kennekuk County Preserve supporting Vermilion County Animal Shelter; registration opens Feb 25 and the fee is $30, donations accepted.
A 3rd annual cross country 5K in Carterville with team and individual competition, grass and gravel course, standard XC scoring, and awards for top finishers and teams.
Backyard Ultra in Albion, Illinois on July 17, 2027, with a reduced registration fee, event t-shirts, and free overnight camping available.
August 2027
Final race of the Central Illinois Summer Trail Series at Farmdale Reservoir, featuring a 5 mile trail run across varied singletrack, prairie, and wooded trails.
A Scottish Highlander themed obstacle race in Pingree Grove on August 7, 2027 offering 50K, 15K, 5K, family 3K, a torch lit night run and a haunted 5K.
Community cross country event in Mount Prospect offering 1, 2 and 3 mile races to raise funds for Holiday Heroes, with professional timing and awards.
Night trail races in Dixon, IL using an approximately 5-mile loop with multiple distance options, a single aid station, and relay teams of three.
Multi-distance trail weekend at Camp Ondessonk in Ozark, IL with technical singletrack, waterfalls, five aid stations and finishes awarding buckles and medals.
Tough Mudder Chicago is a weekend obstacle event at Richardson Adventure Farm on August 28 and 29, 2027 featuring 5K and 15K courses, Infinity laps, and on-site festival amenities.
Trail 5K and a Beer Mile at Big Horse Vineyards in Lewistown on August 29, 2027 with timed and untimed heats plus on-site wine tasting.
September 2027
Farm-based endurance and obstacle event at Decker Farm near Cuba, IL offering 36 hour, 12 hour and 4 hour formats with heavy gear requirements and restricted pacer access.
Both in person and virtual races in Wheaton, IL on September 11, 2027 offer half marathon and 10K distances with separate registration windows.
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