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Upcoming Races Near Winthrop Harbor, IL - Matching: Trail Races

Run From The Tax Man

Delafield, WI

Saturday, April 11th, 2026

Featured

Half

10K

5K

Trail

View details for race Run From The Tax Man

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Golden Kettle Trail Series

Eagle, WI

Saturday, April 25th, 2026

Trail

View details for race Golden Kettle Trail Series

OUTLAST CHICAGO

Palatine, IL

Saturday, May 2nd, 2026

Trail

View details for race OUTLAST CHICAGO

Family Service Association 5k

Elgin, IL

Saturday, May 16th, 2026

5K

Trail

View details for race Family Service Association 5k

Annual Super Hero Shuffle 5k/10k Run/walk

Lake Geneva, WI

Saturday, May 16th, 2026

5K

10K

1 Mile

Trail

View details for race Annual Super Hero Shuffle 5k/10k Run/walk

Wildflower Run

Bristol, WI

Saturday, May 16th, 2026

5K

Trail

View details for race Wildflower Run

Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

5K

Trail

View details for race Wisconsin Pickle Run

5th Annual Falcons Walk for Wellness

Fontana, WI

Friday, May 22nd, 2026

Trail

View details for race 5th Annual Falcons Walk for Wellness

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

5K

Trail

View details for race McHenry Lakefront 5K & Kids Fun Run

Cudahy Classic

Cudahy, WI

Saturday, July 25th, 2026

10 Miles

1 Mile

Trail

Fast

View details for race Cudahy Classic

Highlander Assault Obstacle Race

Pingree Grove, IL

Saturday, August 15th, 2026

5K

15K

Ultra

Trail

View details for race Highlander Assault Obstacle Race

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

5K

15K

Trail

View details for race Highlander Assault Obstacle Race

4th Annual Run for the Parks! 5K Run, Walk or Roll

Chicago, IL

Sunday, September 13th, 2026

5K

1 Mile

Trail

View details for race 4th Annual Run for the Parks! 5K Run, Walk or Roll

Bloomingdale Trail 5K

Chicago, IL

Saturday, September 26th, 2026

5K

Trail

View details for race Bloomingdale Trail 5K

Christmas Clearing Council Jingle Bell Jog and ...

Pewaukee, WI

Saturday, September 26th, 2026

5K

Trail

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

Lapham Peak Colorama Run/Walk

Delafield, WI

Saturday, October 3rd, 2026

5K

10K

Trail

View details for race Lapham Peak Colorama Run/Walk

The Milwaukee Beer Run 5k & .05k

Glendale, WI

Sunday, October 4th, 2026

5K

Trail

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

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

5K

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

5K

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Halloween Half Marathon & 5km

Chicago, IL

Sunday, October 25th, 2026

Half

5K

Trail

View details for race Haunted Halloween Half Marathon & 5km

Among the Trees

Dousman, WI

Saturday, October 31st, 2026

Ultra

Trail

View details for race Among the Trees

Abominable Trail Race

Lake Geneva, WI

Saturday, November 14th, 2026

5K

10K

15K

Trail

View details for race Abominable Trail Race

Abominable Snow Race

Lake Geneva, WI

Saturday, January 30th, 2027

5K

10K

Trail

View details for race Abominable Snow Race

ARKTOS

Dousman, WI

Saturday, February 27th, 2027

Trail

View details for race ARKTOS

Explore more in Winthrop Harbor, IL

Distances:

5K 10K Half Marathon Marathon

Months:

Tags:

Trail Boston Qualifiers Fast Courses

State:

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