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Trail Running Calendar near Douglas 2026-2027

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Explore the top trail runs near Douglas for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Nov
26
Th

Orland Park Turkey Trot

Trail Run 3 mi
A 2.5 mile chip timed cross country Turkey Trot on Thanksgiving morning in Orland Park, with long sleeve race shirts, a post race raffle, and prize turkeys for top finishers.
Nov
29
Su

ERC John Hennelly Public Cross Country Races

Trail Run 4 mi
A public cross country race in Evanston with three all-grass loops, team and individual scoring, included long-sleeve race shirt, and a post-race awards cookout; entry fees vary by registration date.
March 2027
Mar
13
Sa

Muddy Shamrock @ The Forge

Trail Run 7 mi 13 mi
Early-season trail races at The Forge in Lemont, Illinois, on wooded single and double track trails with mud, roots and gravel. Distances offered are 13.1 miles and 6.5 miles with technical singletrack sections.
April 2027
Apr
24
Sa

Childish Nonsense

Trail Run 6 mi 25 km 50 km 50 mi
Trail ultraraces at Deer Grove Forest Preserve in Palatine IL featuring 5.5 mile laps, central aid station, inclusion policies and a playful race atmosphere.
May 2027
May
8
Sa

F^3 Cap Sauers Trail Marathon

Trail Run 10 mi 26 mi
Trail marathon and 10 mile on the Sag Valley Trail at Cap Sauers Nature Preserve in Palos Hills, IL, with wide horsetrail, notable elevation gain, and staffed aid stations along the routes.
May
15
Sa

Chicago 7/11 Hour Endurance Run

Backyard Ultra
Looped trail endurance event in Wolf Road Woods offering 7 or 11 hours on a four mile singletrack with an aid station stocked with hot dogs and pixie sticks.
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