Trail Running calendar near Portage 2026-2027

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..

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.

A 7 km lollipop loop at Potato Creek State Park with wide, stable paths and two notable hills. The race is part of the DINO Trail Run Series and awards bonus points plus medals for overall and age group placings.

Navigate a 2.25 mile trail with over 15 obstacles including mud pits and climbing challenges. Participate as an individual or team in this noncompetitive event south of Syracuse.

A trail event in Valparaiso, IN that scores runs like golf: runners complete hourly three to four mile "holes" and receive stroke scores. Distances include 50K, 50K Relay, 10M and 10M Relay.

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.

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.

Experience the diverse single track trails of Valparaiso at the Oakadoke Trail Runs. Choose between 4, 9, or 18 mile courses featuring scenic creek crossings and winding switchbacks followed by a celebratory post race meal.

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..

USATF certified half marathon and 10K on crushed limestone trails at Danada Forest Preserve in Wheaton, IL, with finisher medals, chip timing, pacers and a virtual option.

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.

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.

A community 5k run and walk hosted by the Lockport Fire Foundation on October 4, 2026 at Hassert Park in Lockport, IL. Entry includes a t-shirt and finisher medal for registered participants present on race day.

Join this community run and walk at Vollmer Road Grove Forest Preserve to support homeless school children. Participate in person on the paved 5K trail or join virtually to help provide essential school supplies for families in need.