Trail Running calendar near Homer Glen 2025-2026

Fancy Nonsense 25k/50k is a whimsical ultramarathon organized by CUSS Running, held near Chicago at Red Gate Woods in the Palos Trail System (Willow Springs/Lemont, IL). The course is a 5.5-mile mostly runnable single-track loop, repeated to reach 25k or 50k. Expect a playful, mischievous atmosphere..

Bristol Woods Trail Run takes place in Bristol, Wisconsin at Bristol Woods County Park, hosted at the Pringle Nature Center (9800 160th Ave). The event offers a 5K Trail Run and a 2 Mile Walk, plus junior versions for participants 18 and under. The course runs along the park’s trails, described as a..

The Fast Track Cross Country Open is a 3.05-mile race held in Schaumburg, Illinois, on the MacNider cross country course near Hoover Elementary School. Scheduled for November 9, 2025, it features separate women's and men's races open to all ages and abilities. The course consists of a short start fo..

Big Timber XC Challenge is an autumn trail race held at Camp Big Timber in Elgin, Illinois (Big Timber Road at Tyrrell Road). Runners can choose between a 3-mile Run/Walk (one loop) and a 5-mile Run (two loops), with the course featuring gravel roads, open grass, wooded paths, and a creek crossing w..

The Forge Trail Run Festival takes place at The Forge: Lemont Quarries in Lemont, Illinois, a late‑fall Midwest trail event set among woods, gravel paths, and the historic Lemont Quarries and I&M Canal. Runners may choose from 10K, 20K (Half Marathon), 30K, or 60K distances. All races share a common..

Bigfoot Half Trail Run takes place at Stoney Run County Park in Hebron, Indiana. The course covers the half marathon distance by circulating the park twice on trail terrain. Runners will have two aid stations: one at the start/finish area and an unmanned aid station around mile 3.5.All runners recei..

The Abominable Trail Race is an exciting autumn trail running event held annually at LG Ziplines and Adventures in Lake Geneva, Wisconsin. It features three race distances: 5K, 15K, and 30K, with the 30K available for individual runners or teams of 2 to 4 in relay format. Participants navigate chall..

Orland Park Turkey Trot is a 2.5-mile chip-timed cross-country race in Orland Park, Illinois. The annual Thanksgiving morning event invites runners and walkers to traverse paved roads, paths, and wooded sections near the Village Hall, starting at the Franklin Loebe Center (14650 S Ravinia Ave). It h..

Frozen Feet 5k Run is a two-loop trail race held at Creek Ridge County Park in Michigan City, Indiana. The 5-kilometer course features one hill per loop, with roots and small branches along the route, requiring cautious footing. The event emphasizes a low-key, friendly atmosphere in a park setting a..

The Frozen Gnome is a challenging winter trail running event held in Crystal Lake, Illinois, at Veteran Acres park. Featuring a "Triple Black Diamond" rated course, the race offers a 50K ultra run and a 10K race, both run on a scenic 10K single-track loop through Veteran Acres and Sterne’s Woods. Th..

Cereal Killer 15k Trail Run takes place at Red Mill County Park, La Porte, Indiana. This Crazy Legs Race Series event offers a 15-kilometer trail, run as four loops on a marked course through park terrain. The atmosphere is low-key and fun, with old-school timing: finishers receive a numbered popsic..

Set in Sunset Hill Farm County Park in Valparaiso, Indiana, Tombstone 30k/50k/50 mile is a Crazy Legs Race Series trail event offering three distances: 30k, 50k, and 50 miles, with a new 2026 course. The mostly non-pavement course features the famed Roller Coaster hills and includes an aid station a..

Muddy Shamrock @ The Forge is a trail running event held at The Forge: Lemont Quarries in Lemont, Illinois. The race offers two distances: Trail Half Marathon (about 13.1 miles, run as two laps) and Trail Quarter Marathon (about 6.6 miles, one lap) on wooded single- and double-track trails around th..

False Spring Trail Runs, held in LaPorte, Indiana, offers challenging trail races on scenic, woodsy single-track paths featuring winding switchbacks and views of lakes and ponds. The event includes a 10K course, which is a single loop of the trails, and a Half Marathon consisting of two laps. The te..

Save the Drama for your Llama 6 Hour Trail Run happens at Luhr County Park in La Porte, Indiana. The event features about a 1.7-mile loop, with participants aiming to accumulate as many miles as possible in a 6-hour window. It offers a relaxed, low-key atmosphere as part of the Crazy Legs Race Serie..

The Earth Day 50k is a trail running event held in Crystal Lake, Illinois, at Veterans Acres Park. It offers three race distances: 50 kilometers, 15 miles, and 5 miles, all starting together on a 5-mile loop course featuring single track trails and rolling hills. The race emphasizes environmental re..

Childish Nonsense is a trail running event held in Palatine, Illinois, at Deer Grove Forest Preserve West. It offers multiple distances: 10K, 25K, 50K, and 50 miles, with courses consisting of laps on a mostly wide, non-technical trail. Runners encounter a single aid station at the start/finish area..

Set in Palos Hills, Illinois, the F^3 Cap Sauers Trail Marathon & 10 Mile runs through the Cap Sauers Holding Nature Preserve, the largest tract of undeveloped land in Cook County. The event offers two distances: a marathon (26.2 miles) and a 10-mile option. The course uses the Sag Valley Trail syst..

Chicago Yeti 7-11 Hour Endurance Run is held at 9800 Wolf Rd, Willow Springs, IL. The race centers on a four-mile loop through Palos Preserves, featuring a mix of single-track forest, double-track trails, rolling hills, and quick runnable sections that suit a range of paces. The atmosphere blends sk..

JH Memorial 5 Mile Trail Run takes place at Stoney Run County Park, Hebron, Indiana. The Crazy Legs Race Series offers a 5-mile trail course through park trails in a low-key atmosphere. The course is marked with flags and arrows at major turns; an aid station with water and Gatorade appears around m..