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Trail Running Calendar near Wheaton 2026-2027

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Explore the top trail runs near Wheaton for 2026-2027! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

August 2026
Aug
23
Su

Summer Trail Classic

Trail Run 4 mi 10 mi 13 mi
Aug
29
Sa

The Next Loop - Half Day Forest Preserve

Trail Run 5 km 10 km ... Marathon 50 km
Aug
30
Su

Cross Country Challenge 6k - Evanston

Trail Run 2 mi 6 km
September 2026
Sep
5
Sa

Naperville Trails Half Marathon & 10K

Trail Run 10 km 13 mi
Sep
12
Sa

Turbo Trot - Geneva

Trail Run 3 mi
Monthly updates for Wheaton

Get new running races (and updates) in your inbox every month.
Sep
26
Sa

Bloomingdale Trail 5K

Trail Run 5 km
Sep
26
Sa

Hustle Up the Hill

Trail Run 30 min
October 2026
Oct
4
Su

Fire Zone 5k

Trail Run 5 km
Oct
17
Sa

Saw Wee Kee - Fall Trail Run

Trail Run
Oct
17
Sa

Palos Park Spooky Shuffle

Trail Run 5 km 10 km
Oct
23
Fr

Haunted Highlander Assault Trail Run

Trail Run 5 km
Oct
24
Sa

Fancy Nonsense 25K/50K

Trail Run 5 mi 25 km 50 km
Oct
24
Sa

Howl-o-ween 5k - Schaumburg

Trail Run 5 km
November 2026
Nov
8
Su

Big Timber XC Challenge

Trail Run 3 mi 5 mi
Nov
8
Su

Fast Track Cross Country

Trail Run 3 mi
Nov
14
Sa

The Forge Trail Run Festival

Trail Run 10 km 20 km 30 km 60 km
Nov
14
Sa

Nikki Cozzi-Carso Scholarship 5K

Road Race Trail Run 5 km
Nov
14
Sa

Feral Nonsense

Trail Run 3 mi 6 mi 9 mi
Nov
26
Th

Winnetka Turkey Trot

Trail Run 5 km
Nov
26
Th

Orland Park Turkey Trot

Trail Run 3 mi
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