Trail Running calendar near Irving Park 2025-2026

The Tombstone 30k/50k Trail Run is an exciting trail running event taking place at Sunset Hill Farm County Park in Valparaiso, Indiana. Scheduled for March 8, 2025, participants can choose between two distances: 30k and 50k. The course features challenging loops, including the famous "Roller Coaster..

The Muddy Shamrock @ The Forge is an exciting trail running event taking place in Lemont, Illinois, featuring a Trail Half Marathon and a Trail Quarter Marathon. Set against the scenic backdrop of the historic Lemont Quarries, participants will navigate through wooded single and double-track trails,..

The False Spring Trail Runs is a challenging trail race held at Soldiers Memorial Park in LaPorte, Indiana. Participants can choose between a 10K and a Half Marathon, with the course featuring scenic woodsy single-track trails, winding switchbacks, and views of lakes and ponds. The event is known fo..

The Forrest Gump Hump 5K Trail Run is scheduled to take place at Oak Ridge Prairie and Oak Savannah Trail in Griffith, Indiana. This event, organized by the Crazy Legs Race Series, promotes non-pavement races in the Northwest Indiana region. Participants can expect a fun and challenging course, with..

The Trailbreaker is an annual running event held in Waukesha, Wisconsin, since 1993, featuring a variety of races including a Marathon, Half Marathon, 10K, 5K, Walk, and a Kiddos 1K. Organized by the Park Foundation of Waukesha, the event serves as a fundraiser to enhance local parks and recreation..

The Earth Day 50K/15 Mile/5 Mile event, taking place in Crystal Lake, IL, offers runners a choice of three distances to celebrate Earth Day. The race features a scenic 5-mile loop course that includes single track and rolling hills, with a major aid station providing refreshments. Participants are e..

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL. Participants can choose from various distances, including a 50 Miler, 50K, 25K, and 10K, all set on a wide, non-technical trail. The event aims to foster a sense of community and joy in ultraru..

The Run Happy 50K, along with other "happy distances," is set to take place on May 3, 2025, at Potato Creek State Park Nature Center in North Liberty, Indiana. This event caters to both walkers and runners, making it ideal for families who wish to participate in various distances together. The cours..

The Great Western Half-Marathon & 10K, organized by the Fox River Trail Runners, is a well-established running event held on the scenic Great Western Trail. Celebrating over 25 years, this competitive race features a flat, out-and-back course, making it accessible for runners of all levels. Schedule..

The F^3 Cap Sauers Trail Marathon & 10 Mile is set to take place in Palos Hills, IL, on May 10, 2025. This event features a challenging marathon and a 10-mile race, both traversing the scenic Cap Sauers Holding Nature Preserve, the largest undeveloped area in Cook County. Participants will experienc..

The Chicago 7-11 Hour Endurance Run, organized by Yeti Trail Runners, is a unique trail running event set in Willow Springs, IL. Participants can choose between a 7-hour or 11-hour endurance challenge, navigating a scenic 4-mile loop through the picturesque Wolf Road Woods and Palos Preserves. The e..

Bong Backyards is an exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

The XTERRA 7k Bonus Trail Run, organized by DINO LLC, takes place at Potato Creek State Park in South Bend, Indiana. This event features a 7-kilometer lollipop loop course that combines wide, stable paths with two challenging hills, catering to both speedsters and first-time trail runners. Participa..

XTERRA DINO Northern Indiana is an exciting outdoor sports event scheduled for June 21, 2025, in South Bend, Indiana. As part of the XTERRA World Tour, it features a range of races, including an off-road triathlon, duathlon, trail run, and kayak triathlon, catering to both beginners and experienced..

The Kishwauketoe 5K Cross Country Run is an exciting running event taking place at the Kishwauketoe Nature Conservancy in Williams Bay, Wisconsin. Participants can choose between a 5K run/walk and a children's 1/4 mile walk/run for ages 10 and under. The course features scenic grass trails through h..

The Jennie Hamilton Memorial 5 Mile Trail Run is set to take place at Stoney Run County Park in Hebron, Indiana. This event is part of the Crazy Legs Race Series, which aims to promote trail running in the Northwest Indiana region. Participants can expect a challenging course with features such as m..

The Oakadoke Trail Runs is a summer trail running event held in Valparaiso, Indiana, featuring three race distances: 18 miles, 9 miles, and 4 miles. Participants will navigate scenic, tree-covered single-track trails with various elevations and terrain challenges. The event promotes inclusivity, all..

The Chupacabra Endurance Run is a 10-hour race taking place at Bluhm County Park in Westville, Indiana, as part of the Crazy Legs Race Series in 2025. Participants will tackle a loop of 4.1-4.2 miles, consisting of both pavement and single-track trails, with the challenge of completing each loop wit..

The Naperville Trails Half Marathon & 10K is a scenic running event taking place in Wheaton, IL, on September 6, 2025. Participants can choose between a half marathon and a newly introduced 10K distance, both of which traverse the beautiful crushed limestone trails of the Danada Forest Preserve. Thi..

Timely Nonsense is a unique running event taking place in Chicago, IL, featuring both 6-hour and 12-hour timed races. Participants can choose to run individually or as part of a relay team, with options for 2 or 4-person teams. The race is set in a scenic 58-acre park, where runners will navigate a..