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Obstacle Race Calendar near Darien 2025-2026

Explore the top obstacle runs near Darien for 2025-2026! We've gathered 148 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
3
Saturday

Fight Hunger 10K

5 km 10 km
May
3
Saturday

Windmill Whirl

5 km
May
3
Saturday

HOH 5K Run/Walk

5 km
May
3
Saturday

Run For Rett

5 km
May
3
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
May
3
Saturday

The Best Races - Chicago Loop

5 km 10 km 13 mi
May
3
Saturday

Lincoln-Way Half Marathon

10 km 13 mi
May
4
Sunday

Great Western Half-Marathon & 10K

Trail Run 10 km 21 km
May
4
Sunday

Chicagoland Spring Marathon

10 km 13 mi 26 mi
May
4
Sunday

Tailwagger Trot

5 km
May
4
Sunday

The Wheatlands Elementary Running of the Wolves

5 km
May
4
Sunday

Lakefront Loop 5K

5 km
May
8
Thursday

St. Alexander Raider Run 5K

5 km
May
10
Saturday

F^3 Cap Sauers Trail Marathon

Trail Run 10 mi 26 mi
May
10
Saturday

Pink 5k

5 km
May
10
Saturday

RMS Color Fun Run 5K

5 km
May
10
Saturday

Quarryman Challenge

5 km 10 mi
May
10
Saturday

U-46 Deaf and Hard of Hearing 5K

5 km
May
10
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
May
10
Saturday

Mother's Day Run/Walk - St. Charles

5 km
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