Trail Running Calendar Illinois 2025-2026

Event overview The Farmdale Trail Run is scheduled for October 11-12, 2025 at Farmdale Reservoir near East Peoria, Illinois. This is the twentieth running of the Farmdale Endurance Trail Runs. The venue is an 800-acre area maintained by the..

Push your limits at the Arrowhead Endurance Run Oct 11 to 12, 2025 at Arrowhead Lake Campground in Johnston City, Illinois. Choose from 3 Hour to 24 Hour formats on a scenic 2.07 mile lakeside loop with camping and full aid station support.

Experience the scenic and fast Des Plaines River Trail in Lake County, IL with Half Marathon, Marathon, 50K or 50 Mile distances starting and finishing at Half Day Forest Preserve. Flat crushed gravel and brilliant fall color make it ideal..

Event details The event takes place on October 18, 2025 in Crystal Lake, IL. Distances offered: 10 mile - $69.00 5 mile - $47.00 Early bird pricing is available until July 30, 2025. Registration closes October 15, 2025 at 11:59 PM CT. Ent..

Shake Your Trail Feather at Willenborg Woods in Charleston IL on Oct 18, 2025. Choose from 5K, 8 mile, 16 mile or 50K on scenic single track through timber, creeks and riverbanks with a friendly, grassroots finish line vibe.

Palos Park Spooky Shuffle 2025 The Palos Park Spooky Shuffle takes place Saturday, October 18, 2025, at Swallow Cliff South Forest Preserve in Palos Park, Illinois. The event offers trail distances: 5K 10K Registration includes tiered fee..

Saw Wee Kee - Fall Trail Run is held at Saw Wee Kee Park, Sundown Lane, Yorkville, Illinois. The event is the Fall Trail Run segment of a four-race series; each race features a different course and medal piece, and completing all four earns..

Oktoberfest Rotary Run is an annual fundraiser in Bloomington, Illinois, held on the third Sunday each October. The event centers at GE Park / Union Park Clubhouse (1750 GE Road) and offers a chip-timed 5K on the Constitution Trail, looping..

Run McNotagain Fall Trail Runs at McNaughton Park in Pekin IL on October 25 with distances from 3.5 to 50 miles. A reversed 10 mile loop with creek crossings and about 1300 feet of climbing offers a fresh fall trail challenge.

Join the Fancy Nonsense 25k or 50k for a whimsical trail ultra through Palos Trail System near Chicago, featuring runnable single track loops and full aid stations. Expect mischief, laughs, and a joyful return to the love of running.

Howl-o-ween 5k – Schaumburg takes place in Rolling Meadows, IL at Busse Woods. This pet-friendly 5k run/walk follows a scenic, paved, flat out-and-back Busse Woods Trail and is timed by J3 Timing with live results. The event supports animal..

Running with Ghouls is a Halloween-themed trail run/walk in Canton, Illinois, organized by YWCA Canton. Participants can choose a 5k or 1 mile distance, with a family-friendly atmosphere and Halloween costumes encouraged but not required. T..

The Allerton Park Trail Run, hosted by Second Wind Running Club, takes place at Robert Allerton Park and Retreat Center in Monticello, Illinois. The event features a challenging 5.7-mile trail run along the Sangamon River, known for its hid..

ERC John Hennelly Public Cross Country Races are held at Lovelace Park in Evanston, IL. The event features a three-lap, 3.5-mile cross-country course that weaves hills, open fields and varied terrain, offering a challenging run for individu..

Join the Beaver Dam Dash at Beaver Dam State Park on November 1 for scenic single track 5K, 10K and one mile fun runs to support the Macoupin Center for the Developmentally Disabled. Register early to guarantee a long sleeved tech shirt.

Rattlesnake Master Run for the Prairie is a community running event in Urbana, Illinois, at Meadowbrook Park. The 27th annual edition features a 10K Run, a 5K Run, and a 5K Walk, plus 5K and 10K Virtual Races for remote participants. The co..

Event overview Tunnel Hill 100 takes place Saturday, November 8, 2025 in Vienna, Illinois, with the start and finish at Vienna City Park (302 E. Vine St). The event includes multiple distances and is limited in field size for some races. Re..

Turkey Trails - Greater Chicago is a Thanksgiving-themed running event in Shorewood, Illinois, held at Hammel Woods Route 59 Access (554 Brook Forest Ave). It offers in-person distances of 1 mile, 5k, 10k, a Kid’s Dash, plus a Virtual Race..

Event details The Big Timber XC Challenge takes place Sunday, November 9, 2025 at Camp Big Timber, Big Timber Road at Tyrrell Road, Elgin, Illinois. Distances offered: 3 miles - one loop of the perimeter trail 5 miles - two loops of the pe..

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..