| Date | Match | ||||
|---|---|---|---|---|---|
| Sat, 5 Sep 2026 | 12:30 PM Z |  Great Mills High School vs Huntingtown High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Patuxent High School vs Westlake High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Chopticon High School vs Northern High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z | Great Mills High School vs Huntingtown High School |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Butler Area High School vs Shaler Area High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Francis T Maloney High School vs Glastonbury High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Leonardtown High School vs Calvert High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Chapelgate Christian Academy vs River Hill High School  |
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| Sat, 5 Sep 2026 | 12:30 PM Z |  Team TBD vs Timber Creek High School  |
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| Sat, 5 Sep 2026 | 12:55 PM Z | Team TBD vs New Life Christian Academy  |
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