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Running Calendar near Winnetka 2025-2026

Explore the top running races near Winnetka for 2025-2026! We've gathered 88 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
September 2026
Sep
19
Saturday

HBCU Run & Brunch

5 km 10 km
Sep
26
Saturday

Lawndale 5K

5 km
Sep
27
Sunday

Lester Fun Run

5 km
Sep
27
Sunday

Chicago Half Marathon

5 km Half Marathon
October 2026
Oct
3
Saturday

Scarecrow Scramble

5 km
Oct
4
Sunday

Chicago 10K

10 km
Oct
4
Sunday

Bronzeville 5K

5 km
Oct
26-27
Mo - Tu

Hot Cider Hustle - Wheaton

5 km 8 mi
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