Trail Running calendar near Mount Prospect 2026-2027

An annual June endurance trail event featuring 100 mile, 100k, 50k and 38 mile options on mainly Ice Age Trail terrain. Entry for 2026 is by lottery with an ordered waitlist and early invites for rollovers and volunteers.

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 Spartan Trail event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 50K, half marathon and 10K, and the trail terrain ranges from smooth to technical.

A one day trail stage race using golf style scoring where runners start each hourly hole together and aim for the lowest cumulative stroke total. Options include a 50K (nine holes) and a 10 mile course (three holes) in Valparaiso, IN.

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.

This cross country run on July 4th in Williams Bay offers a 5K on grass trails through the Kishwauketoe Nature Conservancy. A kids' quarter-mile event is also available. Registration is online only, with awards for top age-group finishers.

Trail run and walk at Lapham Peak State Forest on July 11, 2026 supporting prairie management; first 100 participants receive a short sleeve t-shirt and run winners receive awards. Day of registration is at Lapham Lodge and a park sticker o..

A trail 5K at Byron Forest Preserve with chip timing and awards by age group, plus a 1 mile Fun Run with a participation medal. Parking and indoor restrooms are available onsite.

H-F Beast Obstacle Course Dash in Homewood, IL on July 12, 2026 features two age categories with obstacle runs. The event awards finisher medals and t shirts and includes an optional prep course in June.

Oakadoke Trail Runs features tree-covered single-track, switchbacks and creek crossings on looped 4, 9 and 18 mile courses near Valparaiso, IN, with frequent aid stations and a cupless race format.

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.

A community cross country race in Mount Prospect on August 9, 2026 offering 1, 2 and 3 mile distances to raise funds for the Little Giraffe Foundation and research into premature babies.

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 the Rails in Elburn, Illinois on August 22, 2026 features a 1-mile fun run plus 4- and 7-mile courses that start and finish at Prairie Park. The routes cross the Union Pacific West rail line and benefit 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..

Tough Mudder Chicago on August 29, 2026 at Rockford International Airport offers 5K, 15K and an eight hour Infinity format across fields, trails and creek crossings, with Mudder Village, finisher items, and group and volunteer options.

A 10 hour endurance run at Bluhm County Park on August 29, 2026, using a 4 to 4.1 mile loop completed on an hourly clock. Runners earn chips after four loops to trade for prizes and receive a limited edition shirt and wooden medal.

A technical trail event at Franklin Creek State Natural Area featuring 5K and 10K routes with multiple hills, limestone bluffs, creek crossings, and a rucking option. Proceeds support the Franklin Creek Conservation Association.

Take on a scenic one mile loop at Lapham Peak with 24, 12, and 6 hour timed options or set distance goals like a marathon or 50 miles. Lighted night laps, a stocked aid station, and a welcoming club vibe make every lap count.