Upcoming Races Near Chicago, IL in May, 2026

Name: Trail Run Xtreme
Start: 2026-05-17
End: 2026-05-17
Location: Portage

Miles for Smiles 5K

Mchenry, IL

Saturday, May 2nd, 2026

Featured

View details for race Miles for Smiles 5K

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EmpoweRun / Walk 5K

Libertyville, IL

Saturday, May 2nd, 2026

View details for race EmpoweRun / Walk 5K

Steck Elementary School Fun Run

Aurora, IL

Saturday, May 2nd, 2026

1 Mile

View details for race Steck Elementary School Fun Run

The Universal Sole Spring Trail Challenge

Willow Springs, IL

Saturday, May 2nd, 2026

Trail

View details for race The Universal Sole Spring Trail Challenge

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

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

Mattea's Joy SuperHero 5K

Bradley, IL

Saturday, May 2nd, 2026

View details for race Mattea's Joy SuperHero 5K

Hanover Township Sprint 2 Spring 5k

Elgin, IL

Saturday, May 2nd, 2026

View details for race Hanover Township Sprint 2 Spring 5k

Chicago Empower Walk & 5K Run

Chicago, IL

Saturday, May 2nd, 2026

View details for race Chicago Empower Walk & 5K Run

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

Jacobs Farm Charity Fun Run

Streamwood, IL

Saturday, May 2nd, 2026

View details for race Jacobs Farm Charity Fun Run

The Michael J. Fox Foundation's Chicago Run/Walk

Chicago, IL

Saturday, May 2nd, 2026

1 Mile

View details for race The Michael J. Fox Foundation's Chicago Run/Walk

OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

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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

Move for MDS 5k - Chicago

Chicago, IL

Sunday, May 3rd, 2026

View details for race Move for MDS 5k - Chicago

Run for BEER - Solemn Oath Brewery

Chicago, IL

Sunday, May 3rd, 2026

View details for race Run for BEER - Solemn Oath Brewery

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

Historic Highway Hustle - Rt. 66

Joliet, IL

Sunday, May 3rd, 2026

View details for race Historic Highway Hustle - Rt. 66

Tailwagger Trot

Lisle, IL

Sunday, May 3rd, 2026

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Cinco de Mayo Fiesta 5K

Highland, IN

Sunday, May 3rd, 2026

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Mayor's Youth Council COLOR FUN RUN

Valparaiso, IN

Friday, May 8th, 2026

1 Mile

View details for race Mayor's Youth Council COLOR FUN RUN

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

Stars & Spikes: Totally Rad 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

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

Miles for the Military 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

View details for race Miles for the Military 5k

Quarryman Challenge

Lemont, IL

Saturday, May 9th, 2026

10 Miles

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RMS Color Fun Run 5K

Batavia, IL

Saturday, May 9th, 2026

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Pink 5k Oak Brook Park District

Oak Brook, IL

Saturday, May 9th, 2026

View details for race Pink 5k Oak Brook Park District

Ribbons of Hope 5k

Mokena, IL

Saturday, May 9th, 2026

1 Mile

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La Carrera de las Madres 2026

Chicago, IL

Saturday, May 9th, 2026

View details for race La Carrera de las Madres 2026

Ribbons of Hope 5k

New Lenox, IL

Saturday, May 9th, 2026

1 Mile

View details for race Ribbons of Hope 5k

Brooks Demo Fun Run/Walk

Valparaiso, IN

Saturday, May 9th, 2026

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Mama's Run 2026

Zion, IL

Saturday, May 9th, 2026

View details for race Mama's Run 2026

2026 WHS Key Club Color My World 3K/5K

Valparaiso, IN

Saturday, May 9th, 2026

View details for race 2026 WHS Key Club Color My World 3K/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 Like a Mother 5K | Hometown Happenings

Crown Point, IN

Sunday, May 10th, 2026

View details for race Run Like a Mother 5K | Hometown Happenings

Valpo Police K-9 Unit 5K9 Run & 1 Mile Dog Walk

Valparaiso, IN

Friday, May 15th, 2026

1 Mile

View details for race Valpo Police K-9 Unit 5K9 Run & 1 Mile Dog 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

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

BeACTIVE

Joliet, IL

Saturday, May 16th, 2026

View details for race BeACTIVE

Run for D103 5K Run/Walk

Lincolnshire, IL

Saturday, May 16th, 2026

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

FRC Walk for Life

Zion, IL

Saturday, May 16th, 2026

View details for race FRC Walk for Life

Superhero Dash

Crown Point, IN

Saturday, May 16th, 2026

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Darien Dash

Darien, IL

Sunday, May 17th, 2026

10K

1 Mile

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2026 Willard 5k Fun Run

River Forest, IL

Sunday, May 17th, 2026

View details for race 2026 Willard 5k Fun Run

5k for Hopeful Beginnings

Palatine, IL

Sunday, May 17th, 2026

View details for race 5k for Hopeful Beginnings

Trail Run Xtreme

Portage, IN

Sunday, May 17th, 2026

12K

Trail

View details for race Trail Run Xtreme

Explore more in Chicago, IL

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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