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Illinois Trail Running Calendar 2026-2027

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Explore the best trail runs in Illinois for 2026-2027! Our updated list features 86 exciting races across the region. Find your next race in Illinois below and join the running community at these great events!

September 2026
Sep
19
Sa

Tiger 10 Miler

Trail Run 10 mi
Sep
19
Sa

Limestone Rocks 8-Hour Race

Trail Run
Sep
20
Su

Case Creek Tails on Trails 5K

Trail Run 5 km
Sep
26
Sa

Miles for Marshall 5K Trail Run

Trail Run 5 km
Sep
26
Sa

Hindsight Ultra Trail Runs

Trail Run 8 mi 25 km ... 100 km 100 mi
Monthly updates for Illinois

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Sep
26
Sa

Moraine Hills Run for the Hills

Trail Run 5 km 10 km 13 mi
Sep
26
Sa

Bloomingdale Trail 5K

Trail Run 5 km
Sep
26
Sa

Mason's Mission Color Run

Road Race Trail Run
Sep
26
Sa

Hustle Up the Hill

Trail Run 30 min
October 2026
Oct
3-4
Sa - Su

The Hennepin Hundred

Trail Run 50 km 50 mi 100 mi
Oct
3
Sa

Run the Woods

Trail Run 5 km 8 km
Oct
3
Sa

Autumn Leaf Run

Trail Run 5 km
Oct
4
Su

Fire Zone 5k

Trail Run 5 km
Oct
4
Su

Java Jog

Trail Run 5 km
Oct
4
Su

Carrera de los Lancers 5K

Road Race Trail Run 5 km
Oct
10
Sa

Gifts of Love Community 5K

Trail Run 3 mi
Oct
10
Sa

Des Plaines River Trail Races

Trail Run 13 mi 26 mi 50 km 50 mi
Oct
10-11
Sa - Su

Farmdale Trail Run

Trail Run 10 km Half Marathon ... 50 mi 100 mi
Oct
16-17
Fr - Sa

Shake Your Trail Feather Trail Run

Trail Run 5 km 8 mi ... 50 km 100 km
Oct
17
Sa

Saw Wee Kee - Fall Trail Run

Trail Run
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