Upcoming Half Marathon Races Near Naperville, IL

Name: Trailbreaker
Start: 2026-03-29
End: 2026-03-29
Location: Waukesha

Miles for Maddog

Frankfort, IL

Saturday, June 21st, 2025

Featured

10K

View details for race Miles for Maddog

Syttende Mai Classic Run/Walk

Stoughton, WI

Saturday, May 17th, 2025

Half

View details for race Syttende Mai Classic Run/Walk

Hometown Half Marathon & 5k/10k - Greater Chicago

Wheaton, IL

Saturday, May 31st, 2025

10K

Half

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

Hometown Half Marathon & 5k/10k - Chicago

Chicago, IL

Saturday, May 31st, 2025

10K

1 Mile

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

Hometown Half Marathon & 5k/10k - Milwaukee

Milwaukee, WI

Sunday, June 1st, 2025

10K

Half

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

Forbeck Foundation Lake Geneva Half Marathon

Lake Geneva, WI

Sunday, June 8th, 2025

Half

View details for race Forbeck Foundation Lake Geneva Half Marathon

Father's Day Run

Menomonee Falls, WI

Sunday, June 15th, 2025

Half

10K

Trail

View details for race Father's Day Run

Whitewater Trail Challenge

Whitewater, WI

Saturday, June 21st, 2025

Ultra

Half

10K

Trail

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Independence Day Run

Waukesha, WI

Saturday, June 28th, 2025

Half

10K

Trail

View details for race Independence Day Run

Hoffman Estates Stars and Stripes Half Marathon...

Hoffman Estates, IL

Saturday, June 28th, 2025

10K

Half

View details for race Hoffman Estates Stars and Stripes Half Marathon, 10K & 5K

2025 Heartland Series - Day 2 (MI)

Niles, MI

Sunday, July 13th, 2025

10K

Half

View details for race 2025 Heartland Series - Day 2 (MI)

2025 Heartland Series - Day 3 (IN)

Portage, IN

Monday, July 14th, 2025

10K

Half

View details for race 2025 Heartland Series - Day 3 (IN)

Christmas in July Half Marathon and 5K (Chicago...

Elk Grove Village, IL

Saturday, July 19th, 2025

Half

View details for race Christmas in July Half Marathon and 5K (Chicago area)

Stan's Donut Race

Chicago, IL

Saturday, July 26th, 2025

10K

1 Mile

View details for race Stan's Donut Race

RAMP River Run – 3K, 5K, & 1/2 Marathon Run

Rockford, IL

Saturday, August 16th, 2025

Half

View details for race RAMP River Run – 3K, 5K, & 1/2 Marathon Run

Tour de La Porte 2025

La Porte, IN

Saturday, August 23rd, 2025

Half

1 Mile

View details for race Tour de La Porte 2025

Bound for Boston Marathon & Half Marathon - Mil...

Menomonee Falls, WI

Sunday, August 24th, 2025

Marathon

Half

Fast

View details for race Bound for Boston Marathon & Half Marathon - Milwaukee

Lake Country Challenge

Oconomowoc, WI

Saturday, August 30th, 2025

Half

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Naperville Trails Half Marathon & 10K

Wheaton, IL

Saturday, September 6th, 2025

Half

10K

View details for race Naperville Trails Half Marathon & 10K

DoLittle Marathon

Waukesha, WI

Saturday, September 13th, 2025

Marathon

Half

10K

Trail

Fast

View details for race DoLittle Marathon

National Chocolate Day: Run for Chocolates CHIC...

Chicago, IL

Saturday, September 13th, 2025

10K

Half

Trail

View details for race National Chocolate Day: Run for Chocolates CHICAGO/EVANSTON

National Chocolate Day: Run for Chocolates CHIC...

Evanston, IL

Saturday, September 13th, 2025

10K

1 Mile

View details for race National Chocolate Day: Run for Chocolates CHICAGO/EVANSTON

Hub City Races: Half, 10K & 5K

Crown Point, IN

Sunday, September 14th, 2025

Half

10K

View details for race Hub City Races: Half, 10K & 5K

Procrastination Run

Waukesha, WI

Saturday, September 20th, 2025

10K

Half

Trail

View details for race Procrastination Run

Discover Whitewater Series

Whitewater, WI

Sunday, September 21st, 2025

Half

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National Singles Day: Singles & Friends Running...

Evanston, IL

Saturday, September 27th, 2025

10K

Half

Fast

View details for race National Singles Day: Singles & Friends Running Club CHICAGO/EVANSTON

National Coffee Day: Run for Coffee CHICAGO/EVA...

Evanston, IL

Saturday, September 27th, 2025

10K

1 Mile

View details for race National Coffee Day: Run for Coffee CHICAGO/EVANSTON

National Coffee Day: Run for Coffee CHICAGO/EVA...

Chicago, IL

Saturday, September 27th, 2025

10K

Half

Trail

View details for race National Coffee Day: Run for Coffee CHICAGO/EVANSTON

Stone Bridge Half Marathon and 5k

Roscoe, IL

Saturday, September 27th, 2025

Half

Trail

Fast

View details for race Stone Bridge Half Marathon and 5k

Headbanger Half

Menomonee Falls, WI

Saturday, September 27th, 2025

10K

Half

View details for race Headbanger Half

National Singles Day: Singles & Friends Running...

Chicago, IL

Saturday, September 27th, 2025

10K

Half

Trail

View details for race National Singles Day: Singles & Friends Running Club CHICAGO/EVANSTON

St. Jude Walk/Run

Bloomington, IL

Saturday, October 4th, 2025

10K

1 Mile

View details for race St. Jude Walk/Run

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

Long Grove, IL

Saturday, October 4th, 2025

10K

Half

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

Spooky Sprint - Milwaukee

Milwaukee, WI

Saturday, October 11th, 2025

1 Mile

10K

View details for race Spooky Sprint - Milwaukee

Zachariah's Acres Fall Run, Walk & Roll

Oconomowoc, WI

Saturday, October 11th, 2025

Half

View details for race Zachariah's Acres Fall Run, Walk & Roll

Spooky Sprint - Greater Chicago

Shorewood, IL

Saturday, October 18th, 2025

1 Mile

10K

View details for race Spooky Sprint - Greater Chicago

Country Sole Half Marathon, 10K & 5K Run/Walk

Chicago, IL

Saturday, October 18th, 2025

10K

Half

View details for race Country Sole Half Marathon, 10K & 5K Run/Walk

Run Stephenson County

Orangeville, IL

Saturday, October 18th, 2025

Half

10K

View details for race Run Stephenson County

National Sweetest Day

Nashotah, WI

Saturday, October 18th, 2025

10K

Half

Trail

View details for race National Sweetest Day

Spooky Sprint - Chicago

Chicago, IL

Saturday, October 18th, 2025

10K

1 Mile

View details for race Spooky Sprint - Chicago

Hot Cider Hustle - Shorewood Half Marathon & 5K

Milwaukee, WI

Saturday, October 25th, 2025

Half

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

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 26th, 2025

Half

Trail

View details for race Haunted Halloween Half Marathon & 5km

Duneland Half Marathon and 5K

Chesterton, IN

Sunday, October 26th, 2025

Half

Trail

View details for race Duneland Half Marathon and 5K

Chilly Willy Winter Run Series - SEVEN Events!

Oconomowoc, WI

Saturday, November 8th, 2025

10K

Half

View details for race Chilly Willy Winter Run Series - SEVEN Events!

Bigfoot Half Trail Run

Hebron, IN

Saturday, November 15th, 2025

Half

Trail

View details for race Bigfoot Half Trail Run

The Forge Trail Run Festival

Lemont, IL

Saturday, November 15th, 2025

10K

Half

Trail

View details for race The Forge Trail Run Festival

Schaumburg Turkey Trot Half Marathon & 5K

Elk Grove Village, IL

Saturday, November 29th, 2025

Half

View details for race Schaumburg Turkey Trot Half Marathon & 5K

Santa Hustle Milwaukee

Milwaukee, WI

Sunday, December 7th, 2025

Half

10K

View details for race Santa Hustle Milwaukee

Last Call 5K, 10K, and 1/2 Marathon

Waukesha, WI

Sunday, December 21st, 2025

10K

Half

Trail

Fast

View details for race Last Call 5K, 10K, and 1/2 Marathon

17th Annual F^3 Lake Half Marathon & 5k

Chicago, IL

Saturday, January 31st, 2026

Half

View details for race 17th Annual F^3 Lake Half Marathon & 5k

Trailbreaker

Waukesha, WI

Sunday, March 29th, 2026

Marathon

Half

10K

Trail

View details for race Trailbreaker

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