Upcoming Races Near Grayslake, IL in May, 2026

Name: 2026 Ray of Hope Run for Ovarian Cancer Research
Start: 2026-05-30
End: 2026-05-30
Location: Wauwatosa

Chicago Empower Walk & 5K Run

Chicago, IL

Saturday, May 2nd, 2026

Featured

View details for race Chicago Empower Walk & 5K Run

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OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

View details for race OUTLAST CHICAGO

Hanover Township Sprint 2 Spring 5k

Elgin, IL

Saturday, May 2nd, 2026

View details for race Hanover Township Sprint 2 Spring 5k

Chicago Police Memorial Foundation Run to Remember

Chicago, IL

Saturday, May 2nd, 2026

View details for race Chicago Police Memorial Foundation Run to Remember

Hometown Half Marathon & 5k/10k - Greater Chicago

Chicago, IL

Saturday, May 2nd, 2026

1 Mile

10K

View details for race Hometown Half Marathon & 5k/10k - Greater Chicago

EmpoweRun / Walk 5K

Libertyville, IL

Saturday, May 2nd, 2026

View details for race EmpoweRun / Walk 5K

HOH5K Run/Walk/Roll benefitting the D28 Homer O...

Northbrook, IL

Saturday, May 2nd, 2026

View details for race HOH5K Run/Walk/Roll benefitting the D28 Homer O. Harvey Scholarship Fund

The Universal Sole Spring Trail Challenge

Willow Springs, IL

Saturday, May 2nd, 2026

Trail

View details for race The Universal Sole Spring Trail Challenge

Fight Hunger 10K, 5K + 1 Mile Fun Run

Wheaton, IL

Saturday, May 2nd, 2026

10K

1 Mile

View details for race Fight Hunger 10K, 5K + 1 Mile Fun Run

Steck Elementary School Fun Run

Aurora, IL

Saturday, May 2nd, 2026

1 Mile

View details for race Steck Elementary School Fun Run

Jacobs Farm Charity Fun Run

Streamwood, IL

Saturday, May 2nd, 2026

View details for race Jacobs Farm Charity Fun Run

Miles for Smiles 5K

Mchenry, IL

Saturday, May 2nd, 2026

View details for race Miles for Smiles 5K

Insight Y.O.B Walk-A-Thon 2026

Berkeley, IL

Saturday, May 2nd, 2026

View details for race Insight Y.O.B Walk-A-Thon 2026

Hometown Half Marathon & 5k/10k - Milwaukee

Waukesha, WI

Sunday, May 3rd, 2026

10K

Half

View details for race Hometown Half Marathon & 5k/10k - Milwaukee

Tailwagger Trot

Lisle, IL

Sunday, May 3rd, 2026

View details for race Tailwagger Trot

Chicagoland Spring Marathon, Half Marathon & 10K

Schaumburg, IL

Sunday, May 3rd, 2026

Marathon

Half

10K

View details for race Chicagoland Spring Marathon, Half Marathon & 10K

Miles for the Military 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

View details for race Miles for the Military 5k

Mama's Run 2026

Zion, IL

Saturday, May 9th, 2026

View details for race Mama's Run 2026

Quarryman Challenge

Lemont, IL

Saturday, May 9th, 2026

10 Miles

View details for race Quarryman Challenge

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

Pink 5k Oak Brook Park District

Oak Brook, IL

Saturday, May 9th, 2026

View details for race Pink 5k Oak Brook Park District

La Carrera de las Madres 2026

Chicago, IL

Saturday, May 9th, 2026

View details for race La Carrera de las Madres 2026

Stars & Spikes: Totally Rad 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

View details for race Stars & Spikes: Totally Rad 5k

Barrington Mother's Day 5K Run/Walk

Barrington, IL

Sunday, May 10th, 2026

View details for race Barrington Mother's Day 5K Run/Walk

Run Tosa Run 5K

Wauwatosa, WI

Saturday, May 16th, 2026

Fast

View details for race Run Tosa Run 5K

Bright Star Community Outreach 5K Run/Walk - Ho...

Chicago, IL

Saturday, May 16th, 2026

View details for race Bright Star Community Outreach 5K Run/Walk - Hope in Action

Wolf Lake 5k

Chicago, IL

Saturday, May 16th, 2026

View details for race Wolf Lake 5k

Family Service Association 5k

Elgin, IL

Saturday, May 16th, 2026

Trail

View details for race Family Service Association 5k

2026 LOGOS MISSIONS RUN FOR LOVE

Glenview, IL

Saturday, May 16th, 2026

View details for race 2026 LOGOS MISSIONS RUN FOR LOVE

Run for D103 5K Run/Walk

Lincolnshire, IL

Saturday, May 16th, 2026

View details for race Run for D103 5K Run/Walk

Spirits Run on the Rocks a Waukegan 5k

Waukegan, IL

Saturday, May 16th, 2026

View details for race Spirits Run on the Rocks a Waukegan 5k

FRC Walk for Life

Zion, IL

Saturday, May 16th, 2026

View details for race FRC Walk for Life

Wildflower Run

Bristol, WI

Saturday, May 16th, 2026

Trail

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

Lake Geneva, WI

Saturday, May 16th, 2026

10K

1 Mile

Trail

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

Darien Dash

Darien, IL

Sunday, May 17th, 2026

10K

1 Mile

View details for race Darien Dash

2026 Willard 5k Fun Run

River Forest, IL

Sunday, May 17th, 2026

View details for race 2026 Willard 5k Fun Run

Dash for the Dogs 13th Annual 5K Run/Walk

Barrington, IL

Sunday, May 17th, 2026

1 Mile

View details for race Dash for the Dogs 13th Annual 5K Run/Walk

5k for Hopeful Beginnings

Palatine, IL

Sunday, May 17th, 2026

View details for race 5k for Hopeful Beginnings

Guzi's Hunt for the Cure Run/Walk

Oak Creek, WI

Sunday, May 17th, 2026

View details for race Guzi's Hunt for the Cure Run/Walk

Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

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

Western Springs Tower Trot

Western Springs, IL

Saturday, May 23rd, 2026

10K

Ultra

View details for race Western Springs Tower Trot

Hillsboro Hustle 5K - Hillsboro, OR - 2026

Elm Grove, WI

Saturday, May 23rd, 2026

View details for race Hillsboro Hustle 5K - Hillsboro, OR - 2026

Race To the Flag

Westmont, IL

Sunday, May 24th, 2026

View details for race Race To the Flag

The Memorial 5K

Lake Barrington, IL

Sunday, May 24th, 2026

View details for race The Memorial 5K

Studio Wine Run 5k

Lake Geneva, WI

Monday, May 25th, 2026

View details for race Studio Wine Run 5k

Foam Glow | Chicago 2026

Bridgeview, IL

Saturday, May 30th, 2026

View details for race Foam Glow | Chicago 2026

Horning Hawks Run

Waukesha, WI

Saturday, May 30th, 2026

View details for race Horning Hawks Run

Bubble Run | Chicago 2026

Bridgeview, IL

Saturday, May 30th, 2026

View details for race Bubble Run | Chicago 2026

2026 Ray of Hope Run for Ovarian Cancer Research

Wauwatosa, WI

Saturday, May 30th, 2026

View details for race 2026 Ray of Hope Run for Ovarian Cancer Research

Explore more in Grayslake, IL

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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