| Date | Match | ||||
|---|---|---|---|---|---|
| Mon, 12 Oct 2026 | 7:15 PM Z |  New Town High School vs Woodlawn High School  |
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| Mon, 12 Oct 2026 | 7:15 PM Z |  Carrick High School vs Brashear High School  |
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| Mon, 12 Oct 2026 | 7:25 PM Z |  Friendly High School vs Central High School  |
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| Mon, 12 Oct 2026 | 7:25 PM Z |  Patterson Mill High School vs Aberdeen High School  |
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| Mon, 12 Oct 2026 | 7:25 PM Z |  Thomas McKean High School vs Mount Pleasant High School  |
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| Mon, 12 Oct 2026 | 7:30 PM Z | Patterson Mill High School vs Fallston High School  |
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| Mon, 12 Oct 2026 | 7:30 PM Z |  Edgewood High School vs Havre de Grace High School  |
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| Mon, 12 Oct 2026 | 7:30 PM Z |  John Dickinson High School vs Brandywine High School  |
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| Mon, 12 Oct 2026 | 7:30 PM Z |  Sheets Memorial Christian School vs Union Grove Christian School  |
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| Mon, 12 Oct 2026 | 7:30 PM Z |  Tower Hill School vs Concord High School  |
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