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| 5/25/21 | Tue | 4:00pm | Smyrna HS | H | St. Marks HS |
| 5/25/21 | Tue | 4:00pm | Appoquinimink HS | H | Sussex Tech |
| 5/25/21 | Tue | 4:00pm | DE Military Academy | H | Tower Hill School - Carpenter Stadium | Quarterfinals - DIAA State Tournament - Tickets sold at the Field Entrance $5- Please bring your own chair / Limited bleachers |