Illinois Trail Running Calendar 2025-2026

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Explore the best trail runs in Illinois for 2025-2026! Our updated list features 319 exciting races across the region. Find your next race in Illinois below and join the running community at these great events!

May 2025
May
10
Saturday

Mother's Day Run/Walk - St. Charles

5 km
May
10
Saturday

The Best Races - Chicago Loop

5 km 10 km 13 mi
May
10
Saturday

Miles for the Military

5 km
May
10
Saturday

Old King Coal 5K

5 km
May
10
Saturday

Run for the Badge 5K

5 km
May
10
Saturday

Frankfort Police Department 5K

5 km
May
10
Saturday

Bridge the Gap to Health

5 km 10 km 13 mi
May
11
Sunday

Barrington Mother's Day 5K

5 km
May
11
Sunday

Quad Cities Distance Classic

5 km 13 mi
May
16-17
Fr - Sa

Local 3092 5K

5 km
May
17
Saturday

Galena Sky Trail Races

Backyard Ultra 4 hr 8 hr
May
17
Saturday

Ducky Dash

5 km
May
17
Saturday

Run for D103 5K

5 km
May
17
Saturday

YMCA Springfest Fun Run 5k

5 km
May
17
Saturday

Chicago 11 Hour Endurance Run

Backyard Ultra 7 hr 11 hr
May
17
Saturday

Run the Hills 5k

5 km
May
17
Saturday

QCKG Tri-It Triathlon

Triathlon
May
17
Saturday

Race for Peace 5K

5 km
May
17
Saturday

Habitat Home Sweet Home 5K

5 km
May
17
Saturday

Race to Beat PSP

5 km
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