Upcoming 5K Races Near Sleepy Hollow, IL

Name: Chicago Empower Walk & 5K Run
Start: 2026-05-02
End: 2026-05-02
Location: Chicago

Lucky Dog 5K - Schaumburg

Rolling Meadows, IL

Saturday, March 14th, 2026

Featured

View details for race Lucky Dog 5K - Schaumburg

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Welcome to the 10th Annual SOB Run for CASA of ...

Yorkville, IL

Saturday, March 14th, 2026

View details for race Welcome to the 10th Annual SOB Run for CASA of Kendall County

McHenry Kiwanis Club Shamrock Shuffle 5K

Mchenry, IL

Saturday, March 14th, 2026

View details for race McHenry Kiwanis Club Shamrock Shuffle 5K

St. Patrick's Day 5k

Hampshire, IL

Saturday, March 14th, 2026

View details for race St. Patrick's Day 5k

Shamrock Beer Run & BrewFest Chicago at Busse W...

Rolling Meadows, IL

Saturday, March 14th, 2026

View details for race Shamrock Beer Run & BrewFest Chicago at Busse Woods

Yorkville RUN SOB RUN

Yorkville, IL

Saturday, March 14th, 2026

View details for race Yorkville RUN SOB RUN

Shamrock Beer Run - Rockford

Rockford, IL

Saturday, March 14th, 2026

View details for race Shamrock Beer Run - Rockford

Shorewood Shuffle

Shorewood, IL

Saturday, March 14th, 2026

View details for race Shorewood Shuffle

Deer Park St. Paddy's 5K & 10K Run/Walk

Deer Park, IL

Sunday, March 15th, 2026

10K

View details for race Deer Park St. Paddy's 5K & 10K Run/Walk

Xtra Mile Run/Walk Registration

Schaumburg, IL

Tuesday, March 24th, 2026

View details for race Xtra Mile Run/Walk Registration

The Muddy Miles: A Spirits Run at Fat Tommy’s

Midlothian, IL

Saturday, March 28th, 2026

View details for race The Muddy Miles: A Spirits Run at Fat Tommy’s

March4Meg 5k Fun Walk

Evergreen Park, IL

Saturday, March 28th, 2026

View details for race March4Meg 5k Fun Walk

Conejito 5K (Easter Run)

Chicago, IL

Saturday, March 28th, 2026

View details for race Conejito 5K (Easter Run)

March4Meg 2026

Evergreen Park, IL

Saturday, March 28th, 2026

View details for race March4Meg 2026

The Muddy Miles: A Spirits Run at Fat Tommy’s

Crestwood, IL

Saturday, March 28th, 2026

View details for race The Muddy Miles: A Spirits Run at Fat Tommy’s

Footsteps for Families: 5k, Walk & Kids Run

Machesney Park, IL

Saturday, March 28th, 2026

1 Mile

View details for race Footsteps for Families: 5k, Walk & Kids Run

The Brian Piccolo Legacy Run

Evergreen Park, IL

Saturday, April 4th, 2026

View details for race The Brian Piccolo Legacy Run

Winnetka Bunny Hop Dash 5k

Winnetka, IL

Saturday, April 4th, 2026

View details for race Winnetka Bunny Hop Dash 5k

5K For CATCH

Northbrook, IL

Saturday, April 4th, 2026

View details for race 5K For CATCH

Duke's Alehouse Spirits Run

Crystal Lake, IL

Saturday, April 11th, 2026

View details for race Duke's Alehouse Spirits Run

DoNot Stop Half Marathon (5K/10K)- Greater Chicago

Aurora, IL

Saturday, April 11th, 2026

1 Mile

10K

View details for race DoNot Stop Half Marathon (5K/10K)- Greater Chicago

DoNot Stop Half Marathon (5k/10k)- Greater Chicago

Chicago, IL

Saturday, April 11th, 2026

1 Mile

10K

View details for race DoNot Stop Half Marathon (5k/10k)- Greater Chicago

Hornet Hustle

Harvard, IL

Saturday, April 11th, 2026

View details for race Hornet Hustle

Wild Blossom Wine Run 5k

Chicago, IL

Saturday, April 11th, 2026

View details for race Wild Blossom Wine Run 5k

The Joliet Prison Spirits Run

Joliet, IL

Saturday, April 11th, 2026

View details for race The Joliet Prison Spirits Run

Forgotten Warrior Memorial 5k

Channahon, IL

Saturday, April 11th, 2026

View details for race Forgotten Warrior Memorial 5k

Duke's Alehouse Spirits Run

Crystal Lake, IL

Sunday, April 12th, 2026

View details for race Duke's Alehouse Spirits Run

The Canal Street Afterlife Run

Lemont, IL

Sunday, April 12th, 2026

View details for race The Canal Street Afterlife Run

Run for the Dogs - Glenview

Glenview, IL

Saturday, April 18th, 2026

Fast

View details for race Run for the Dogs - Glenview

FinFit Life 5K Fitness Challenge - Chicago, IL

Chicago, IL

Saturday, April 18th, 2026

View details for race FinFit Life 5K Fitness Challenge - Chicago, IL

I Raced The Law 5K and Fun Run

Oswego, IL

Sunday, April 19th, 2026

1 Mile

View details for race I Raced The Law 5K and Fun Run

2026 Naperville Women's Half Marathon and 5K

Naperville, IL

Sunday, April 19th, 2026

Half

View details for race 2026 Naperville Women's Half Marathon and 5K

Arny Johnson 5k - 10 mile

Loves Park, IL

Saturday, April 25th, 2026

10 Miles

Trail

View details for race Arny Johnson 5k - 10 mile

Coach's Corner Spirits Run

Belvidere, IL

Saturday, April 25th, 2026

View details for race Coach's Corner Spirits Run

Plainfield Twisters 5k Fundraiser and Charity run

Plainfield, IL

Sunday, April 26th, 2026

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

Anderson Humane's Walk4Animals & 5K Run

Batavia, IL

Sunday, April 26th, 2026

1 Mile

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

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

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

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

Wilmette, IL

Sunday, April 26th, 2026

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

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.

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

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 - Greater Chicago

Chicago, IL

Saturday, May 2nd, 2026

10K

Half

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

Miles for Smiles 5K

Mchenry, IL

Saturday, May 2nd, 2026

View details for race Miles for Smiles 5K

The Universal Sole Spring Trail Challenge

Willow Springs, IL

Saturday, May 2nd, 2026

Trail

View details for race The Universal Sole Spring Trail Challenge

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

Empower Run 5K

Libertyville, IL

Saturday, May 2nd, 2026

View details for race Empower Run 5K

Chicago Empower Walk & 5K Run

Chicago, IL

Saturday, May 2nd, 2026

View details for race Chicago Empower Walk & 5K Run

Explore more in Sleepy Hollow, IL

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

Don't see your race? Add it!

Add Your Race (Free)