Upcoming Races Near Winnetka, IL

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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

Angels Against Abuse 5K Walk/Run

Romeoville, IL

Saturday, October 3rd, 2026

View details for race Angels Against Abuse 5K Walk/Run

Boo Island - 5K Charity Run/Walk

Blue Island, IL

Saturday, October 3rd, 2026

Trail

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3rd Annual Downers Grove, IL Ostomy 5k

Downers Grove, IL

Saturday, October 3rd, 2026

View details for race 3rd Annual Downers Grove, IL Ostomy 5k

Long Grove's Oktoberfest Half Marathon, 10K & 5K

Long Grove, IL

Saturday, October 3rd, 2026

Half

10K

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

Cheesy Pretzel 5K and 1 Mile Walk

Bolingbrook, IL

Sunday, October 4th, 2026

1 Mile

View details for race Cheesy Pretzel 5K and 1 Mile Walk

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

JJC Foundation 5K Run/Walk

Joliet, IL

Sunday, October 4th, 2026

1 Mile

View details for race JJC Foundation 5K Run/Walk

Fire Zone 5k

Lockport, IL

Sunday, October 4th, 2026

Trail

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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

El Trote De Las Calacas

Elgin, IL

Saturday, October 10th, 2026

View details for race El Trote De Las Calacas

Welcome Run 5K

Lansing, IL

Saturday, October 10th, 2026

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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

2026 Bank of America Chicago Marathon

Chicago, IL

Sunday, October 11th, 2026

Marathon

View details for race 2026 Bank of America Chicago Marathon

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

Rosehill Cemetery 'Crypt' 5K Run/Walk

Chicago, IL

Saturday, October 17th, 2026

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

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

Bolingbrook Howl-O-Ween 5K

Bolingbrook, IL

Sunday, October 18th, 2026

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

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

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

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Run to Pub Marathon Volunteer

Tinley Park, IL

Saturday, October 24th, 2026

View details for race Run to Pub Marathon Volunteer

Halloween Hustle 5K & Kids Dash

Palatine, IL

Saturday, October 24th, 2026

View details for race Halloween Hustle 5K & Kids Dash

Run to Pub Fall Marathon Relay

Tinley Park, IL

Saturday, October 24th, 2026

View details for race Run to Pub Fall Marathon Relay

Scary in the Prairie 5k

Pleasant Prairie, WI

Saturday, October 24th, 2026

View details for race Scary in the Prairie 5k

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

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

Run for Your Life Race at Robinson Lake - 5K an...

Hobart, IN

Saturday, October 24th, 2026

1 Mile

View details for race Run for Your Life Race at Robinson Lake - 5K and Haunted Fun Run

The Fall Color 5K

Lisle, IL

Saturday, October 24th, 2026

View details for race The Fall Color 5K

Howl-o-ween 5k - Schaumburg

Rolling Meadows, IL

Saturday, October 24th, 2026

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

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

Spooky Sprint - Greater Chicago

Greater Chicago, IL

Sunday, October 25th, 2026

1 Mile

10K

View details for race Spooky Sprint - Greater Chicago

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 Oak 5K

Homer Glen, IL

Sunday, October 25th, 2026

View details for race Haunted Oak 5K

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

Trail

View details for race Haunted Halloween Half Marathon & 5km

Spooky Sprint - Greater Chicago

Shorewood, IL

Sunday, October 25th, 2026

1 Mile

10K

View details for race Spooky Sprint - Greater Chicago

Duneland Half Marathon and 5K

Chesterton, IN

Sunday, October 25th, 2026

Half

Trail

View details for race Duneland Half Marathon and 5K

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

Governors State University Jaguar 5K

University Park, IL

Sunday, October 25th, 2026

1 Mile

View details for race Governors State University Jaguar 5K

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

Jingle Bell Run Illinois

JingleBell, IL

Sunday, November 8th, 2026

View details for race Jingle Bell Run Illinois

Abominable Trail Race

Lake Geneva, WI

Saturday, November 14th, 2026

10K

15K

Trail

View details for race Abominable Trail Race

Brookfield Zoo Chicago Reindeer Run

Brookfield, IL

Saturday, November 14th, 2026

View details for race Brookfield Zoo Chicago Reindeer Run

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

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