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Upcoming Races Near Grayslake, IL - Matching: Trail Races

Fox Valley Winter Challenge Trail Series 8K

Aurora, IL

Saturday, February 21st, 2026

Featured

Trail

View details for race Fox Valley Winter Challenge Trail Series 8K

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Muddy Shamrock @ The Forge

Lemont, IL

Saturday, March 14th, 2026

Half

10K

Trail

View details for race Muddy Shamrock @ The Forge

Fox Valley Winter Challenge Trail Series 10K

St. Charles, IL

Sunday, March 22nd, 2026

10K

Trail

Fast

View details for race Fox Valley Winter Challenge Trail Series 10K

Golden Kettle Trail Series

Eagle, WI

Saturday, April 25th, 2026

Trail

View details for race Golden Kettle Trail Series

Arny Johnson 5k - 10 mile

Loves Park, IL

Saturday, April 25th, 2026

5K

10 Miles

Trail

View details for race Arny Johnson 5k - 10 mile

OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

View details for race OUTLAST CHICAGO

F^3 Cap Sauers Trail Marathon & 10 Mile

Palos Hills, IL

Saturday, May 9th, 2026

Marathon

10 Miles

Trail

View details for race F^3 Cap Sauers Trail Marathon & 10 Mile

Annual Super Hero Shuffle 5k/10k Run/walk

Lake Geneva, WI

Saturday, May 16th, 2026

5K

10K

1 Mile

Trail

View details for race Annual Super Hero Shuffle 5k/10k Run/walk

Family Service Association 5k

Elgin, IL

Saturday, May 16th, 2026

5K

Trail

View details for race Family Service Association 5k

Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

5K

Trail

View details for race Wisconsin Pickle Run

5th Annual Falcons Walk for Wellness

Fontana, WI

Friday, May 22nd, 2026

Trail

View details for race 5th Annual Falcons Walk for Wellness

Pleasant Prairie Triathlon

Pleasant Prairie, WI

Sunday, June 28th, 2026

Trail

View details for race Pleasant Prairie Triathlon

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

5K

Trail

View details for race McHenry Lakefront 5K & Kids Fun Run

Highlander Assault Obstacle Race

Pingree Grove, IL

Saturday, August 15th, 2026

5K

15K

Ultra

Trail

View details for race Highlander Assault Obstacle Race

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

5K

15K

Trail

View details for race Highlander Assault Obstacle Race

Fall Color Festival

Whitewater, WI

Saturday, September 26th, 2026

Ultra

Half

1 Mile

Trail

View details for race Fall Color Festival

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

5K

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

5K

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

5K

Trail

View details for race Haunted Halloween Half Marathon & 5km

The Forge Trail Run Festival

Lemont, IL

Saturday, November 14th, 2026

10K

Half

Trail

View details for race The Forge Trail Run Festival

Abominable Snow Race

Lake Geneva, WI

Saturday, January 30th, 2027

5K

10K

Trail

View details for race Abominable Snow Race

Explore more in Grayslake, IL

Distances:

5K 10K Half Marathon Marathon

Months:

February March April

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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