Upcoming Races Near Sleepy Hollow, IL

Name: Annual Super Hero Shuffle 5k/10k Run/walk
Start: 2026-05-16
End: 2026-05-16
Location: Lake Geneva

Avoca School District 37 Family Fun Run/Walk *P...

Wilmette, IL

Sunday, April 26th, 2026

Featured

View details for race Avoca School District 37 Family Fun Run/Walk *Please note date change*

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Good Life Race

Oak Park, IL

Sunday, April 26th, 2026

1 Mile

Fast

View details for race Good Life Race

Woods Creek Feet Meet

Crystal Lake, IL

Sunday, April 26th, 2026

1 Mile

View details for race Woods Creek Feet Meet

Anderson Humane's Walk4Animals & 5K Run

Batavia, IL

Sunday, April 26th, 2026

1 Mile

View details for race Anderson Humane's Walk4Animals & 5K Run

Healthy Kids Running Series Spring 2026 - Glenv...

Glenview, IL

Sunday, April 26th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Glenview/Northbrook, IL

BT5K Chicago

Chicago, IL

Sunday, April 26th, 2026

View details for race BT5K Chicago

Ravenswood Run presented by Fleet Feet x Altra

Chicago, IL

Sunday, April 26th, 2026

View details for race Ravenswood Run presented by Fleet Feet x Altra

Plainfield Twisters 5k Fundraiser and Charity run

Plainfield, IL

Sunday, April 26th, 2026

View details for race Plainfield Twisters 5k Fundraiser and Charity run

Old Joliet Prison 6.6k

Joliet, IL

Thursday, April 30th, 2026

View details for race Old Joliet Prison 6.6k

Hanover Township Sprint 2 Spring 5k 2026

Elgin, IL

Saturday, May 2nd, 2026

View details for race Hanover Township Sprint 2 Spring 5k 2026

Northern Illinois Food Bank's Fight Hunger 5K I...

Wheaton, IL

Saturday, May 2nd, 2026

10K

1 Mile

View details for race Northern Illinois Food Bank's Fight Hunger 5K I 10K I 1-Mile

EmpoweRun / Walk 5K

Libertyville, IL

Saturday, May 2nd, 2026

View details for race EmpoweRun / Walk 5K

Chicago Empower Walk & 5K Run

Chicago, IL

Saturday, May 2nd, 2026

View details for race Chicago Empower Walk & 5K Run

Steck Elementary School Fun Run

Aurora, IL

Saturday, May 2nd, 2026

1 Mile

View details for race Steck Elementary School Fun 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

Byron Rocks 5k & 10k - Run it. Walk it. Ruck it.

Byron, IL

Saturday, May 2nd, 2026

10K

View details for race Byron Rocks 5k & 10k - Run it. Walk it. Ruck it.

Miles for Smiles 5K

Mchenry, IL

Saturday, May 2nd, 2026

View details for race Miles for Smiles 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

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 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

OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

View details for race OUTLAST CHICAGO

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

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

Historic Highway Hustle - Rt. 66

Joliet, IL

Sunday, May 3rd, 2026

View details for race Historic Highway Hustle - Rt. 66

Pink 5k Oak Brook Park District

Oak Brook, IL

Saturday, May 9th, 2026

View details for race Pink 5k Oak Brook Park District

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

Ribbons of Hope 5k

New Lenox, IL

Saturday, May 9th, 2026

1 Mile

View details for race Ribbons of Hope 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

View details for race Quarryman Challenge

Stars & Spikes: Totally Rad 5k

Lombard, IL

Saturday, May 9th, 2026

1 Mile

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

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

Mokena, IL

Saturday, May 9th, 2026

1 Mile

View details for race Ribbons of Hope 5k

Mama's Run 2026

Zion, IL

Saturday, May 9th, 2026

View details for race Mama's Run 2026

Barrington Mother's Day 5K Run/Walk

Barrington, IL

Sunday, May 10th, 2026

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

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

Wheel Run for Meals

Beloit, WI

Saturday, May 16th, 2026

10K

Fast

View details for race Wheel Run for Meals

Wolf Lake 5k

Chicago, IL

Saturday, May 16th, 2026

View details for race Wolf Lake 5k

Wildflower Run

Bristol, WI

Saturday, May 16th, 2026

Trail

View details for race Wildflower Run

Bright Star Community Outreach 5K Run/Walk

Chicago, IL

Saturday, May 16th, 2026

View details for race Bright Star Community Outreach 5K Run/Walk

Family Service Association 5k

Elgin, IL

Saturday, May 16th, 2026

Trail

View details for race Family Service Association 5k

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

BeACTIVE

Joliet, IL

Saturday, May 16th, 2026

View details for race BeACTIVE

2026 Harlem Huskie Hustle 5K Walk/Run & 1 Mile ...

Machesney Park, IL

Saturday, May 16th, 2026

1 Mile

View details for race 2026 Harlem Huskie Hustle 5K Walk/Run & 1 Mile Walk/Run and Kids Fun Run

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

Explore more in Sleepy Hollow, IL

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

Don't see your race? Add it!

Add Your Race (Free)