Trail Running calendar near Homewood 2026-2027

Experience the natural beauty of St. Charles at the Hickory Knolls Trail Run, featuring 5K, 10K, and relay options on scenic grass and dirt forest pathways.

Experience an authentic cross country race on a purpose built grass course in Geneva Illinois. Run as an individual or part of a team on this wide professional grade venue featuring rolling terrain and a classic atmosphere.

This 7km trail run at Potato Creek State Park features wide, stable paths and two notable hills, making for a fast yet challenging loop. It's a bonus point event for the DINO Trail Run Series. Top finishers and age group winners earn medals..

The Trail Golf Endurance Challenge reinvents trail running with a golf-inspired scoring system. Runners tackle 3-4 mile "Holes" on the hour, aiming for the lowest stroke score over a 50K or 10-mile course. It's a unique test of pacing and s..

Celebrating its 45th year, the YMCA Brickyard Run features a 5 Mile Gold Cup race, a 5K for younger runners, and a new 2K Family Fun Run/Walk. The event is known for its unique brick awards and supports a local YMCA scholarship fund.

Experience the natural beauty of Wolf Road Woods with 3, 6, or 9 mile trail runs on a scenic loop course. Enjoy a relaxed atmosphere featuring off road terrain and post race celebrations in the heart of the Palos Trail System.

Experience the Savage Race in Spring Grove with obstacles and mud across multiple distances. Choose between a five to seven mile course or the shorter three mile Blitz for an engaging outdoor fitness experience.

Test your strength and endurance at this outdoor obstacle course in Homewood. Choose between one or two mile distances featuring tire flips and spear throws to earn your finisher medal.

A summer trail running event on the scenic Creekside Trails in Indiana. Choose from 4, 9, or 18-mile distances on a course with single-track, bridges, and rolling terrain. The race features inclusive policies and support for youth and under..

Experience a Scottish themed obstacle course race in Pingree Grove featuring 15k, 5k, and family 3k distances. Challenges include classic rigs and unique tasks like archery and caber carries in a Highland setting.

Run a chip-timed 5K or join a scavenger hunt 3K walk at St. Patrick's County Park. Everyone gets a handcrafted medallion, plus there's an egg bake breakfast and door prizes. Leashed dogs are welcome on the walk.

Experience the scenery of Elburn at Run the Rails featuring 1-mile, 4-mile, and 7-mile courses. Cross the Union Pacific West rail line and enjoy unique views of the Illinois countryside.

The Summer Trail Classic offers three distances on the single-track trails of Paul Douglas Forest Preserve. It's the third race in a yearly trail series, with proceeds supporting local trail maintenance. Participants receive a running vest..

A 10-hour endurance challenge on a 4-mile trail loop at Bluhm County Park. Runners must finish each loop within the hour, with the fastest final lap determining the winner. Participants receive a shirt, medal, and can earn poker chips to re..

Experience a flat and fast USATF certified course through the scenic crushed limestone trails of Danada Forest Preserve. Choose between a half marathon or 10k and enjoy a unique finish around a historic grass horse track.

Timed running event on a 1-mile paved loop in a Chicago park. Choose from 3, 6, or 12-hour solo runs, or a relay team option. A new challenge is introduced every hour, adding a unique twist to the timed format.

This obstacle course race at Indiana Dunes National Park offers three distances, including a K9 event. The course features diverse terrains inspired by military landscapes. It's open to participants aged 13 and up.

Experience a rugged obstacle course race featuring hills, cliffs, and wooded trails in Marseilles. Choose from competitive 10K heats, multi lap challenges, or non competitive fun runs and rucking divisions for all interest levels.

The Bloomingdale Trail 5K is an annual family-friendly running event in Chicago. It features a timed 5K race alongside shorter dashes for young runners. Registration is available for all three distances.

Experience the terrain of Michigan City with a series of loop based trail races ranging from 2 miles to 50k at Tryon Farm. Run through open fields and single track dirt trails to support the Tryon Farm Institute.