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Running Calendar near Grayslake 2026-2027

Monthly updates for Grayslake

Get new running races (and updates) in your inbox every month.

Explore the top running races near Grayslake for 2026-2027! We've gathered 156 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons Fitness Races
May 2026
May
2
Sa

Jacobs Farm Charity Fun Run

2 mi 5 km
May
2
Sa

Hanover Township Sprint 2 Spring 5K

5 km
May
2-3
Sa - Su

Outlast Chicago

Trail Run 5 km 18 mi
May
3
Su

Chicagoland Spring Marathon

10 km 13 mi 26 mi
May
3
Su

Bob Blazier Run For The Arts

5 km
May
3
Su

Haven's 5K

5 km
May
5
Tu

Cinco K Mayo

5 km
May
9
Sa

Mama's Run

5 km
May
9
Sa

U-46 Deaf and Hard of Hearing 5K

5 km
May
9
Sa

5K Dokie Run

5 km
May
10
Su

Barrington Mother's Day 5K

5 km
May
16
Sa

Spirits Run on the Rocks 5K - Waukegan

5 km
Spirits Run on the Rocks 5K - Waukegan A lakefront 5K in Waukegan on May 16, 2026, starting and finishing at Green Town on the Rocks. The course passes Oakwood Cemetery and the harbor, and the event includes food for participants plus post-run drinks and music.
May
16
Sa

Run for D103 5K

5 km
May
16
Sa

Cary Hero Dash 5KM Walk/Run

5 km
May
16
Sa

Super Hero Shuffle 10K

5 km 10 km
May
16
Sa

Family Service Association 5k

5 km
May
16
Sa

Run for Love

5 km
May
16
Sa

Wildflower Run

Trail Run 2 mi 5 km
May
16
Sa

Lew Blond Run

5 km
May
17
Su

Dash for the Dogs 5K

5 km
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