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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 89 exciting races in the area. Check out our detailed list below to find your next local race.

June 2026
Jun
20
Saturday

Love's Fox Trot 5K

5 km
Jun
27
Saturday

Run the Runway - Wheeling

5 km
Jun
28
Sunday

Firecracker 5k - Kenosha

5 km
Jun
28
Sunday

Pleasant Prairie Triathlon

Triathlon
July 2026
Jul
11
Saturday

Savage Race - Chicago

Obstacle Run 3 mi 7 mi
August 2026
Aug
1
Saturday

College of DuPage Alumni 5k

5 km
Aug
8
Saturday

Raceway 5K

3 km 5 km
Aug
15
Saturday

MyBFF 8.13K

5 km 8 km
October 2026
Oct
4
Sunday

Chicago 10K

10 km
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