242 Upcoming 5K Races Near Highwood, IL

Diplo's Run Club Chicago

Chicago, IL

Saturday, October 3rd, 2026

Featured

Code:FTR10

View details for race Diplo's Run Club Chicago

Welcome Run 5K

Lansing, IL

Saturday, October 10th, 2026

View details for race Welcome Run 5K

Chicago Fall Classic Half Marathon, 10K & Hot C...

Chicago, IL

Saturday, October 17th, 2026

Half

10K

View details for race Chicago Fall Classic Half Marathon, 10K & Hot Cider Hustle 5K

Rosehill Cemetery 'Crypt' 5K Run/Walk

Chicago, IL

Saturday, October 17th, 2026

View details for race Rosehill Cemetery 'Crypt' 5K Run/Walk

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Centre Club 5k 2026

Libertyville, IL

Saturday, October 17th, 2026

View details for race Centre Club 5k 2026

Cantigny 5K Run/Walk 2026 - Benefiting The Midw...

Wheaton, IL

Saturday, October 17th, 2026

1 Mile

View details for race Cantigny 5K Run/Walk 2026 - Benefiting The Midwest Shelter for Homeless Veterans

Richardson Farm Fall 5K & 10K with Family 1 Mil...

Spring Grove, IL

Sunday, October 18th, 2026

10K

1 Mile

Fast

View details for race Richardson Farm Fall 5K & 10K with Family 1 Mile Adventure Run

23rd Annual This Run's For Jack 2026

Glen Ellyn, IL

Sunday, October 18th, 2026

View details for race 23rd Annual This Run's For Jack 2026

Run with the Nuns 2026

Lemont, IL

Sunday, October 18th, 2026

View details for race Run with the Nuns 2026

Bolingbrook Howl-O-Ween 5K

Bolingbrook, IL

Sunday, October 18th, 2026

View details for race Bolingbrook Howl-O-Ween 5K

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

The Fall Color 5K

Lisle, IL

Saturday, October 24th, 2026

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Scary in the Prairie 5k

Pleasant Prairie, WI

Saturday, October 24th, 2026

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Lake Bluff PTO Pumpkin Chase

Lake Bluff, IL

Saturday, October 24th, 2026

1 Mile

View details for race Lake Bluff PTO Pumpkin Chase

Badger High School 5K GLOW Run/Walk

Lake Geneva, WI

Saturday, October 24th, 2026

View details for race Badger High School 5K GLOW Run/Walk

Batavia United Way Bat Race 5K & 10K

Batavia, IL

Saturday, October 24th, 2026

10K

View details for race Batavia United Way Bat Race 5K & 10K

Halloween Hustle

Palatine, IL

Saturday, October 24th, 2026

View details for race Halloween Hustle

Howl-o-ween 5k - Schaumburg

Rolling Meadows, IL

Saturday, October 24th, 2026

View details for race Howl-o-ween 5k - Schaumburg

Riverside Foundation Halloween Hustle 5K Walk o...

Lincolnshire, IL

Sunday, October 25th, 2026

View details for race Riverside Foundation Halloween Hustle 5K Walk or Run

Haunted Oak 5K

Homer Glen, IL

Sunday, October 25th, 2026

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Fraidycat 5k,8k & Meow Mile

Oswego, IL

Sunday, October 25th, 2026

1 Mile

View details for race Fraidycat 5k,8k & Meow Mile

Howl-o-ween 5k - Dan Ryan Woods

Chicago, IL

Sunday, October 25th, 2026

View details for race Howl-o-ween 5k - Dan Ryan Woods

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

Trail

View details for race Haunted Halloween Half Marathon & 5km

Hot Cider Hustle - Wheaton 8 Mile Run & 5K Run/...

Wheaton, IL

Sunday, October 25th, 2026

View details for race Hot Cider Hustle - Wheaton 8 Mile Run & 5K Run/Walk

Day of the Dead Family 5K Run/Walk

Wheeling, IL

Sunday, October 25th, 2026

View details for race Day of the Dead Family 5K Run/Walk

Spooky Sprint - Greater Chicago

Greater Chicago, IL

Sunday, October 25th, 2026

1 Mile

10K

View details for race Spooky Sprint - Greater Chicago

Dia de los Muertos 5K Run/Walk

Highland, IN

Sunday, November 1st, 2026

View details for race Dia de los Muertos 5K Run/Walk

St. Francis Xavier Falcon 5K Run/Walk

La Grange Park, IL

Saturday, November 7th, 2026

View details for race St. Francis Xavier Falcon 5K Run/Walk

Fast Track Cross Country Open

Schaumburg, IL

Sunday, November 8th, 2026

Trail

View details for race Fast Track Cross Country Open

2026 Jingle Bell Run - Western Suburbs, IL

Wheaton, IL

Saturday, November 14th, 2026

1 Mile

View details for race 2026 Jingle Bell Run - Western Suburbs, IL

Abominable Trail Race

Lake Geneva, WI

Saturday, November 14th, 2026

10K

15K

Trail

View details for race Abominable Trail Race

Grayslake Central Turkey Trot

Grayslake, IL

Sunday, November 15th, 2026

View details for race Grayslake Central Turkey Trot

Lisle Turkey Trot Tune-Up 5K

Lisle, IL

Sunday, November 15th, 2026

View details for race Lisle Turkey Trot Tune-Up 5K

Tom-A-Hawk Turkey Trot 5k

Aurora, IL

Saturday, November 21st, 2026

Fast

View details for race Tom-A-Hawk Turkey Trot 5k

Run with the Turkeys 5K

Pleasant Prairie, WI

Saturday, November 21st, 2026

View details for race Run with the Turkeys 5K

Lincolnwood Turkey Trot: 5K, 10K, Walk, Dash

Lincolnwood, IL

Sunday, November 22nd, 2026

10K

Fast

View details for race Lincolnwood Turkey Trot: 5K, 10K, Walk, Dash

The Great Turkey Chase: Wolfpack 5K

Crystal Lake, IL

Sunday, November 22nd, 2026

View details for race The Great Turkey Chase: Wolfpack 5K

Winnetka Turkey Trot 2026

Winnetka, IL

Thursday, November 26th, 2026

Trail

Fast

View details for race Winnetka Turkey Trot 2026

Turkey Day 5K (Danada - Naperville)

Naperville, IL

Thursday, November 26th, 2026

Trail

View details for race Turkey Day 5K (Danada - Naperville)

Grove Express 5K

Downers Grove, IL

Thursday, November 26th, 2026

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McHenry Kiwanis Club's Turkey Trot 5K

McHenry, IL

Thursday, November 26th, 2026

View details for race McHenry Kiwanis Club's Turkey Trot 5K

St. Leonard Turkey Trot

Muskego, WI

Thursday, November 26th, 2026

View details for race St. Leonard Turkey Trot

Thornton Turkey Trot

Glenwood, IL

Thursday, November 26th, 2026

1 Mile

View details for race Thornton Turkey Trot

Chi Town Turkey Trot 5K & 10K

Chicago, IL

Thursday, November 26th, 2026

10K

View details for race Chi Town Turkey Trot 5K & 10K

5k Turkey Trot Family Tradition 2026

Elmwood Park, IL

Thursday, November 26th, 2026

1 Mile

View details for race 5k Turkey Trot Family Tradition 2026

St. Charles Turkey Trot 5K

St. Charles, IL

Thursday, November 26th, 2026

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Burlington Turkey Trot 5k Run/Walk

Burlington, WI

Thursday, November 26th, 2026

View details for race Burlington Turkey Trot 5k Run/Walk

Arlington Heights Turkey Trot

Arlington Heights, IL

Thursday, November 26th, 2026

View details for race Arlington Heights Turkey Trot

Naperville Noon Lions Turkey Trot

Naperville, IL

Thursday, November 26th, 2026

View details for race Naperville Noon Lions Turkey Trot

Long Grove Turkey Trot 5K & 8K

Long Grove, IL

Thursday, November 26th, 2026

View details for race Long Grove Turkey Trot 5K & 8K

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