Illinois Obstacle Race Calendar 2025-2026

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Explore the best obstacle runs in Illinois for 2025-2026! Our updated list features 345 exciting races across the region. Find your next race in Illinois below and join the running community at these great events!

September 2025
Sep
27-28
Sa - Su

Quad Cities Marathon

5 km 10 km 21 km 42 km
Sep
27
Saturday

Lawndale 5K

5 km
Sep
27
Saturday

Belleville Main Street Marathon

13 mi 26 mi
Sep
27
Saturday

Stone Bridge Half Marathon

5 km 13 mi
Sep
27
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
Sep
27
Saturday

The Best Races - Chicago Loop

5 km 10 km 13 mi
Sep
27-28
Sa - Su

Hindsight Ultra Trail Runs

Trail Run 25 km 50 km 100 km 100 mi
Sep
28
Sunday

DeKalb Corn Classic

5 km 10 km
Sep
28
Sunday

Lester Fun Run

5 km
Sep
28
Sunday

Chicago Half Marathon

5 km 13 mi
Sep
28
Sunday

Plainfield Harvest Run

5 km 10 km
October 2025
Oct
4-5
Sa - Su

The Hennepin Hundred

Trail Run 50 km 50 mi 100 mi
Oct
4
Saturday

Castle Creek Triathlon

Triathlon
Oct
4
Saturday

Scarecrow Scramble

5 km
Oct
4
Saturday

Mattoon Last Chance Triathlon

Triathlon
Oct
4
Saturday

Long Grove's Prairie State Half Marathon

5 km 10 km 13 mi
Oct
4
Saturday

Your Ways 5K

5 km
Oct
4
Saturday

Stone & Steel Spooky 5k

5 km
Oct
4
Saturday

Montgomery River Run

5 km 10 km
Oct
4
Saturday

The Best Races - Evanston

5 km 10 km 13 mi
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