Trail Running calendar near St. Charles 2026-2027

A prairie trail run and walk at Lapham Peak State Forest in Delafield supporting prairie management. The event features grass hiking and mountain bike trails, shirts for the first 100 participants, awards for run winners, and on-site regist..

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.

A repeat-loop endurance event at Lowell Park in Dixon, IL offering 6, 12 and 24 hour options on a 0.411 mile paved loop. Self supported with space for personal aid stations, water provided, and a three person relay option.

A daylong, in-person endurance event where runners complete a marathon by running 1.09 miles every hour and resting on site between efforts, with camping allowed and a finisher medal awarded.

Oakadoke Trail Runs in Valparaiso, IN features single track trails with varied terrain and pond views. Three distances are offered, aid stations are spaced along the route, and a post race meal is provided; the event is cupless.

The Casual Hikers 10K will take place in La Grange on Saturday 1 August 2026. You can run 10 kilometers.

An evening trail event in Dixon, IL offering 5, 10 and 15 Miler options plus a 15 Miler relay. The looped grass, gravel, and dirt course includes single track, one aid station at start and finish, finish snacks, and awards.

Continuous 3.1 miles loop race at Deer Grove East offering 40 or 50 mile options with a 12 hour cutoff. Centralized aid every lap, designated crew access, pacers allowed, and on-course medical support.

Loop-based trail event at Deer Grove East Forest Preserve in Palatine, Illinois. Distances run from 5K to 50K and each lap returns to a central aid station so athletes can decide how far to continue.

A community cross country event in Mount Prospect offering 1, 2 and 3 mile races. Entry is $25 and proceeds benefit the Little Giraffe Foundation.

A Scottish Highlander themed obstacle race in Pingree Grove Illinois offering open and competitive 5k and 15k heats plus a family 3k. Night and haunted 5k variants are offered and finishers receive a medal and t shirt.

Loop based endurance event at Busse Woods on August 15, 2026 offering repeated 3.1 mile laps over smooth crushed limestone and packed gravel. Distances range from 5K to 50K with a central aid station and open loop format.

Continuous 3.1 mile loop at Busse Woods near Elk Grove, IL offering 40 and 50 mile options with a fully stocked aid station every lap and a 12 hour cutoff. Runs alongside The Next Loop series but is scored separately.

A free alumni 2 Mile cross country meet on 08/15/2026 in Chicago Heights that uses chip timing and decade-based teams and head-start groups, with team scoring based on finishing place.

Run the Rails in Elburn, Illinois features 1 mile, 4 mile and 7 mile races starting and finishing at Prairie Park, with courses that cross the Union Pacific West rail line and chip timing for all distances.

Trail running at Paul Douglas Forest Preserve with approximate 4, 9.5 and 13 mile courses on single-track trails. Part of the Dick Pond Athletics Darn Tough Trail Race Series and benefiting the Chicago Area Mountain Bikers.

Tough Mudder Chicago on August 29, 2026 at Richardson Adventure Farm offers 5K and 15K obstacle courses, an 8 hour Infinity option, and Mudder Village with food, music and finisher items.

A 10-hour endurance run at Bluhm County Park in Westville, IN, on an about 4 mile trail loop. Runners must complete each loop within the hour, earn chips for prize tables, and receive a limited edition t-shirt and wooden medal.

A continuous loop trail race at Half Day Forest Preserve near Vernon Hills, Illinois. Runners complete repeated 3.1 mile loops toward a 40 or 50 mile total with a 12 hour cutoff and a fully stocked aid station each lap.