Trail Running Calendar Illinois 2026-2027

Trail races on the flat, crushed gravel Des Plaines River Trail in Lake County offering Half Marathon, Marathon, 50K and 50 Mile distances.

Trail race weekend at Farmdale Reservoir near East Peoria, IL, with 10K, half marathon, 30 mile, 50 mile and 100 mile options.

Two-day trail running event at Willenborg Woods near Charleston IL offering 5K, 8 miler, 16 miler, 50K and 100K on marked single-track trails.

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.

Nature-based out-and-back event in Roscoe, IL offering a 5K run or 2 mile walk on mixed gravel and crushed limestone, starting at Roscoe Middle School and passing a water station twice.

Trail race in Crystal Lake on single-track loops of about 5 and 10 miles, marked course, race shirt and finisher medals; cup-less event.

Oct 18, 2026 in Spring Grove: run through a corn maze and farm with 10K, 5K including a 250 turn maze option and a 1 mile Family Adventure, plus finisher medals.

A chip timed 5K and an untimed 1 mile fun walk at GE Park in Bloomington on October 18, 2026, raising funds for BN Sunrise Rotary Youth Services and the CCHS Rotaract Club. Awards include ceramic steins for top 5K age group finishers.

A Halloween-themed trail event in Pingree Grove, IL on October 23, 2026 with multiple 5 km heats, haunted sets and animatronics, plus a costume contest, bonfire and food; spectator fee $10, free parking.

A trail ultramarathon at Red Gate Woods near Chicago offering 25K and 50K on a clockwise single track loop of about 5.5 miles, with staffed aid stations, course maps, and no pacers allowed.

Howloween 5K in Schaumburg is a chip timed 5K run or walk at Busse Woods that supports animal shelters. Pets may join without registration and a virtual participation option is available.

Originally listed as a 5K at Washington Park in Springfield with registration closed and a $30 fee; a notice states the event has been renamed and moved to September 5th.

A fall event at Allerton Park featuring a 5.7 mile trail run, a 2 mile nature walk, and a virtual 5.7 mile option. The riverside course has roots, ruts, and sharp turns, with awards, costume prizes, and park donations.

A community race around Meadowbrook Park in Urbana offering 5K and 10K runs, a 5K walk, and virtual options to benefit Grand Prairie Friends, with medals, optional shirts, music, and packet pickup.

A backyard ultra in Colona, IL with hourly 4.17m loops on trails and roads; generally flat with a mid-loop ravine hill and parking plus space to camp.

Trail races at Camp Big Timber in Elgin offering 3 mile and 5 mile perimeter loops, a creek crossing, a kids fun run, participant shirt and pancake breakfast.

The City of the Sun 5K Trail Run will take place in Caseyville on Sunday 8 November 2026. You can run 5 kilometers.

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.

A trail festival in Lemont on November 14, 2026, offering 10K, 20K, 30K and 60K on single and double-track trails and gravel around the Lemont Quarries and I&M Canal, with multi-lap courses and variable terrain.

Multi-distance ultramarathon on the Tunnel Hill State Trail in Vienna IL with certified 100 mi, 100 km, 50 mi and marathon, featuring a tunnel, trestles, and multiple world records.