Trail Running calendar near Crown Point 2026-2027

A July 17 running event in Downtown Dowagiac offering 5K, 10K and a one-mile Family Fun Run, with proceeds split between cancer research and student scholarships and medals awarded by age group.

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.

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 retro 5K cross-country race by Fox River Trail Runners at Settler's Hill in Geneva. Entry fees are $10 for members and $12 for non-members, and proceeds support the course's preservation.

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.

A 5K chip-timed run and a 3K scavenger-hunt walk through St. Patrick's County Park featuring trail terrain, participant medallions, post-event refreshments, awards by age group, and proceeds that support park programs.

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.

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.

Looped trail event at Half Day Forest Preserve in Vernon Hills with a 5K loop and multiple distance options. The course runs on crushed limestone, gravel, and natural trails through woodlands, prairies, and riverfront scenery.

A 3.62-mile all-grass cross-country race at Lovelace Park in Evanston with individual and team entries, tiered entry fees by registration period, a performance shirt with entry, and a post-race awards gathering with food.

Set on the crushed limestone trails of Danada Forest Preserve in Naperville on Sep 5, 2026, this USATF certified event offers a chip timed half marathon and 10K, finisher medals, pacers, live tracking, and shuttle parking from off site lots..

A casual farm-based fun run on September 5, 2026 at Gast Family Farms offering a 5K and 1 Mile through farm fields; $10 registration supports the Lakeshore Lions and includes a shirt, medal, and grape juice.