Trail Running calendar near Palatine 2026-2027

Dirt Circus brings the trail running community together for a free festival in Crystal Lake. Enjoy a choice of group run distances, a vendor expo, food, and a raffle with prizes. Connect with local race directors and brands at this cupless,..

This 5K run/walk takes place on the Rock Run Greenway Trail in Joliet, starting and ending at Cemeno's Pizza. All proceeds support local cancer patients through the Pat Clark Cancer Foundation. Registration includes a T-shirt and finisher m..

Hickory Knolls Trail Run The event is the sixth annual Hickory Knolls Trail Run & Relay. It takes place at the Hickory Knolls Nature Area within James O. Breen Community Park in St. Charles, Illinois. The event is the second installment..

The Kettle Moraine will take place in Whitewater from Saturday 13 June 2026 to Sunday 14 June 2026. You can run between 50 and 100 miles.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

This community 5K run/walk supports homeless school children in the Chicago suburbs. Participants follow a paved trail at the Vollmer Road Grove Forest Preserve. The event includes a virtual option and aims to raise funds for essential scho..

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.

A cross-country event in Williams Bay featuring a 5K run/walk and a children's quarter mile walk/run. The course follows grass trails through hills, woods and prairie, with parking and restrooms provided.

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..

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.

Run the Rails offers a unique 1, 4, or 7-mile run starting from Prairie Park in Elburn. The courses cross a rail line bridge, providing views of the surrounding countryside. This community event supports the Elburn Parks Commission.

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..

The Gristmill Grind 10K will take place in Franklin Grove on Saturday 5 September 2026. You can run between 5 and 10 kilometers.

The Naperville Trails Half Marathon & 10K is set for September 5, 2026 in Wheaton, Illinois. Runners can choose from half marathon and 10K distances, with virtual options also available.

Course and Terrain The Echo 136 is a 136-mile ultramarathon that uses the Ice Age State Trail. The course travels north from the Southern Unit of the Kettle Moraine State Forest near Whitewater, Wisconsin. The terrain includes wide groomed..

Event Details The Hindsight Ultra Trail Runs take place in Dixon, Illinois. The event offers four distances: a 100 Miler, a 100k, a 50k, and a 25K. The course consists of loops starting behind the Dixon Park District Facility. Each loop is..

The Bloomingdale Trail 5K will take place in Chicago on Saturday 26 September 2026. You can run 5 kilometers.

Explore a multi-loop trail course at Tryon Farm in Michigan City. The 50k runs on a 4-mile loop featuring fields, dirt trails, and minimal pavement. Proceeds support the Tryon Farm Institute.

Run or walk the Fall into Fall Trail 5k in Janesville on October 3, a scenic timed trail through wooded dirt paths with beautiful fall views. Stay for live music, food trucks, beer and wine tasting and raffles; register by Sept 15 to guaran..