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Running calendar near South Side 2025-2026

Explore the top running races near South Side for 2025-2026! We've gathered 44 exciting races in the area. Check out our detailed list below to find your next local race.

June 2025
Jun
21
Saturday

1911 Initiative 5k Scholarship Run/Walk

5 km
Jun
28
Saturday

Proud to Run: Pride Race

5 km 10 km
July 2025
Jul
4
Friday

Warrenville Park District Firecracker 5K

5 km
Jul
4
Friday

Beecher Freedom 5K Run/Walk

5 km
Jul
19
Saturday

Christmas in July Half Marathon

5 km 13 mi
August 2025
Aug
6
Wednesday

SSW Running Club Club Challenge

5 km
Aug
23
Saturday

Parkie’s 5K

5 km
September 2025
Sep
1
Monday

Water for Life 5k

5 km
Sep
6
Saturday

The Hidden Gem Half Marathon

13 mi
Sep
6
Saturday

Naperville Trails Half Marathon

Trail Run 10 km 13 mi
Sep
14
Sunday

El Grito Family Run/Walk

5 km
Sep
14
Sunday

Timely Nonsense - Chicago, IL

Backyard Ultra 6 hr 12 hr
Sep
20
Saturday

Washington Street Church of God Family Fun Run & Health Fair

2 mi 5 mi
Sep
21
Sunday

St. Veronica 6k Run/Walk for Scholarships

6 km
Sep
27
Saturday

Lawndale 5K

5 km
Sep
28
Sunday

Lester Fun Run

5 km
Sep
28
Sunday

Chicago Half Marathon

5 km 13 mi
October 2025
Oct
4
Saturday

Scarecrow Scramble

5 km
Oct
5
Sunday

Cheesy Pretzel 5K

5 km
Oct
5
Sunday

Bronzeville 5K

5 km
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