Trail Running calendar near St. Charles 2026-2027

A Spartan Trail race on June 20, 2026 at Rice Lake Nature Trail in Whitewater, WI, using a scenic out and back section of the Ice Age Trail. The route offers three distances and varying trail surfaces from smooth to technical.

A staged trail race where runners complete scheduled 3–4 mile Holes and aim for the lowest cumulative stroke score. Distances include a nine-Hole 50K and a three-Hole 10-mile option at Creekside Trails in Valparaiso.

The 45th YMCA Brickyard Run in Hobart, Indiana features a 5 mile race, a 5K Gold Cup race, and a new 2K family fun run, with trademark brick awards and computerized on the bib timing.

Trail races at Wolf Road Woods on June 27, 2026 offer three loop choices covering 3, 6 and 9 miles with varied off-road surfaces, tiered registration fees and post-race refreshments and awards.

Trail 5K and a children's 1/4 mile at Kishwauketoe Nature Center in Williams Bay. The grass trail course passes through hills, woods and prairie, includes a water stop, parking across the street, and awards for top finishers.

A prairie trail run and walk at Lapham Peak State Forest in Delafield supporting prairie management. The event features grass hiking and mountain bike trails, shirts for the first 100 participants, awards for run winners, and on-site regist..

A trail 5K at Byron Forest Preserve with chip timing and awards by age group, plus a 1 mile Fun Run with a participation medal. Parking and indoor restrooms are available onsite.

H-F Beast Obstacle Course Dash in Homewood, IL on July 12, 2026 features two age categories with obstacle runs. The event awards finisher medals and t shirts and includes an optional prep course in June.

A timed endurance event at Lowell Park where participants loop a .411 mile paved course for 6, 12, or 24 hours, solo or in three-person relays, self-supported with a central tent area and volunteer oversight.

Midwest trail races at Creekside Trails in Valparaiso, IN offering 4, 9, and 18 mile options over single-track, switchbacks and creek crossings. Aid stations, a cupless format, post race meal and custom finisher awards are provided.

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

A night trail event in Dixon, Illinois on August 8, 2026, held on a roughly five mile loop with multiple distance options and a three person relay. One aid station, participant tees, and awards for top finishers.

A loop format 40 or 50 mile trail event at Deer Grove East Forest Preserve on August 8, 2026. Aid station, crew access, and personal staging areas support runners over rolling woodland trails.

Loop-based trail event at Deer Grove East Forest Preserve in Palatine IL offering distances from 5K up to 50K. Each lap returns to a central start area with a fully stocked aid station amid prairie, wetlands, and woods.

A community cross country event in Mount Prospect offering 1, 2 and 3 mile races. Entry is $25 and proceeds benefit the Little Giraffe Foundation.

A Scottish Highlander themed obstacle race in Pingree Grove, Illinois featuring 3K family, 5K and 15K heats with 20 to 30 obstacles, plus a torch lit night race and a haunted 5K. Spectator fee on-site is $10 and parking is free.

A loop based endurance event at Busse Woods near Chicago that uses a clearly marked 3.1 mile loop over crushed limestone and gravel trails. Distances range from 5K to 50K and every completed loop counts.

Continuous 3.1 mile loop at Busse Woods near Elk Grove, IL offering 40 and 50 mile options with a fully stocked aid station every lap and a 12 hour cutoff. Runs alongside The Next Loop series but is scored separately.

A free alumni 2 Mile cross country meet on 08/15/2026 in Chicago Heights that uses chip timing and decade-based teams and head-start groups, with team scoring based on finishing place.

Run the Rails in Elburn, IL features a 1-mile fun run plus 4- and 7-mile races at Prairie Park, crossing the Union Pacific West rail line, with proceeds supporting the Elburn Parks Commission.