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Obstacle Race Calendar near Highland Park 2025-2026

Explore the top obstacle runs near Highland Park for 2025-2026! We've gathered 100 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
27
Thursday

Palatine Park District Turkey Trot

2 mi 5 mi
Nov
29
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
Nov
29
Saturday

Schaumburg Turkey Trot Half Marathon

5 km 13 mi
December 2025
Dec
6
Saturday

Arctic Frog Run - Libertyville, IL

Trail Run 5 km 10 km ... 25 km 50 km
Dec
6
Saturday

Santa Hustle Chicago

5 km 10 km
Dec
6
Saturday

Rotary Santa Run Walk

5 km
Dec
13
Saturday

The Best Races - Chicago

5 km 10 km 13 mi
Dec
13
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
Dec
27
Saturday

The Best Races - Chicago

5 km 10 km 13 mi
January 2026
Jan
1
Thursday

Cheers to New Year's 5k

5 km
Jan
10
Saturday

Frozen Gnome

Trail Run 10 km 50 km
Jan
31
Saturday

F3 Lake Half Marathon

5 km 13 mi
March 2026
Mar
15
Sunday

Lucky 7K

7 km
April 2026
Apr
18
Saturday

Earth Day 50k

Trail Run 5 mi 15 mi 50 km
Apr
25
Saturday

Childish Nonsense

Trail Run 10 km 25 km 50 km 50 mi
Apr
26
Sunday

Ravenswood Run

5 km
May 2026
May
2
Saturday

Fight Hunger 10K

5 km 10 km
May
9
Saturday

Pink 5k

5 km
May
17
Sunday

Chicago Spring Half Marathon

10 km 13 mi
May
31
Sunday

North Shore Classic

5 km 13 mi
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