207 Upcoming 5K Races Near Pleasant Prairie, WI

St. Jude Walk-Chicago

Brookfield, IL

Saturday, September 26th, 2026

View details for race St. Jude Walk-Chicago

Race to Cure Sarcoma Chicago

Chicago, IL

Saturday, September 26th, 2026

View details for race Race to Cure Sarcoma Chicago

District 112 FUNd Run and Family Walk

Highland Park, IL

Saturday, September 26th, 2026

1 Mile

Trail

View details for race District 112 FUNd Run and Family Walk

Miles for Smiles 5k

Milwaukee, WI

Saturday, September 26th, 2026

Fast

View details for race Miles for Smiles 5k

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Christmas Clearing Council Jingle Bell Jog and ...

Pewaukee, WI

Saturday, September 26th, 2026

Trail

View details for race Christmas Clearing Council Jingle Bell Jog and Walk

Walk Run Wag 2026 for MADACC - Barktoberfest Ed...

Milwaukee, WI

Saturday, September 26th, 2026

View details for race Walk Run Wag 2026 for MADACC - Barktoberfest Edition!

Talk Pirate to Me 5K/10K/Half - Milwaukee

Glendale, WI

Sunday, September 27th, 2026

10K

Half

Trail

View details for race Talk Pirate to Me 5K/10K/Half - Milwaukee

2026 Chi-Care 5K Run/Walk

Chicago, IL

Sunday, September 27th, 2026

View details for race 2026 Chi-Care 5K Run/Walk

Procrastination Run

Waukesha, WI

Sunday, September 27th, 2026

Half

10K

View details for race Procrastination Run

Golden Harvest Half Marathon & 5k/10k - Greater...

Greater Chicago, IL

Sunday, September 27th, 2026

1 Mile

10K

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

Northwest CASA Pumpkin Dash 5k / 10k

Elk Grove Village, IL

Sunday, September 27th, 2026

10K

View details for race Northwest CASA Pumpkin Dash 5k / 10k

The Grant Heffelfinger Memorial Big Gay 5K

Milwaukee, WI

Sunday, September 27th, 2026

View details for race The Grant Heffelfinger Memorial Big Gay 5K

4th Annual Ted's Run 5k

Racine, WI

Sunday, September 27th, 2026

View details for race 4th Annual Ted's Run 5k

Diplo's Run Club Chicago

Chicago, IL

Saturday, October 3rd, 2026

Code:FTR10

View details for race Diplo's Run Club Chicago

Haunted Wine Run 5k at Busse Woods

Elk Grove Village, IL

Saturday, October 3rd, 2026

Fast

View details for race Haunted Wine Run 5k at Busse Woods

Long Grove's Prairie State Half Marathon, 10K &...

Long Grove, IL

Saturday, October 3rd, 2026

Half

10K

View details for race Long Grove's Prairie State Half Marathon, 10K & Oktoberfest 5K

Hops for Hope 5K & BrewFest Presented by 93 Oct...

St. Charles, IL

Saturday, October 3rd, 2026

View details for race Hops for Hope 5K & BrewFest Presented by 93 Octane Brewery 2026

Lapham Peak Colorama Run/Walk

Delafield, WI

Saturday, October 3rd, 2026

10K

Trail

View details for race Lapham Peak Colorama Run/Walk

Wisconsin Cheese Run

Muskego, WI

Saturday, October 3rd, 2026

View details for race Wisconsin Cheese Run

2026 Lemons of Love Pink Lemonade 5K Run/Walk

Mount Prospect, IL

Sunday, October 4th, 2026

View details for race 2026 Lemons of Love Pink Lemonade 5K Run/Walk

Chicago - HFTC 5k

Chicago, IL

Sunday, October 4th, 2026

View details for race Chicago - HFTC 5k

13th Annual Head for the Cure 5K - Chicago

Chicago, IL

Sunday, October 4th, 2026

View details for race 13th Annual Head for the Cure 5K - Chicago

The Milwaukee Beer Run 5k & .05k

Glendale, WI

Sunday, October 4th, 2026

Trail

View details for race The Milwaukee Beer Run 5k & .05k

El Trote De Las Calacas

Elgin, IL

Saturday, October 10th, 2026

View details for race El Trote De Las Calacas

12th Annual Harvest Hustle 5K

Niles, IL

Saturday, October 10th, 2026

View details for race 12th Annual Harvest Hustle 5K

Care4 Breast Cancer Hybrid 5K

Woodstock, IL

Saturday, October 10th, 2026

View details for race Care4 Breast Cancer Hybrid 5K

We Love Teachers 5K - Chicago

Elk Grove Village, IL

Saturday, October 10th, 2026

View details for race We Love Teachers 5K - Chicago

Chicago Fall Classic Half Marathon, 10K & 5K

Chicago, IL

Saturday, October 17th, 2026

Half

10K

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

Spooky Sprint - Milwaukee

Milwaukee, WI

Saturday, October 17th, 2026

1 Mile

10K

View details for race Spooky Sprint - Milwaukee

Rosehill Cemetery 'Crypt' 5K Run/Walk

Chicago, IL

Saturday, October 17th, 2026

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

National Sweetest Day

Nashotah, WI

Saturday, October 17th, 2026

Half

10K

Trail

View details for race National Sweetest Day

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

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

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

Tombstone Trot

Waukesha, WI

Sunday, October 18th, 2026

View details for race Tombstone Trot

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Hot Cider Hustle - Shorewood Half Marathon & 5K

Milwaukee, WI

Saturday, October 24th, 2026

Half

View details for race Hot Cider Hustle - Shorewood Half Marathon & 5K

Howl-o-ween 5k - Schaumburg

Rolling Meadows, IL

Saturday, October 24th, 2026

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

Scary in the Prairie 5k

Pleasant Prairie, WI

Saturday, October 24th, 2026

View details for race Scary in the Prairie 5k

Halloween Hustle

Palatine, IL

Saturday, October 24th, 2026

View details for race Halloween Hustle

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

Lake Bluff PTO Pumpkin Chase

Lake Bluff, IL

Saturday, October 24th, 2026

1 Mile

View details for race Lake Bluff PTO Pumpkin Chase

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

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

Trail

View details for race Haunted Halloween Half Marathon & 5km

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

Howl-o-ween 5k - Dan Ryan Woods

Chicago, IL

Sunday, October 25th, 2026

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

Lakefront Discovery Run

Milwaukee, WI

Saturday, October 31st, 2026

15K

View details for race Lakefront Discovery Run

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