| Round 1 |
|---|
| 1 |  | Leonardtown High School Raiders | 2-5-6 | vs | 1-3-4 | St. Mary's High School (MD) Saints |  |
| 2 |  | Severna Park Falcons | 1-2-3 | vs | 4-5-6 | Great Mills High School Hornets |  |
| 3 |  | Severn School Admirals | 1-2-4 | vs | 3-5-6 | Archbishop Spalding Cavaliers |  |
| 4 | | Severna Park Falcons | 2-3-6 | vs | 1-4-5 | Leonardtown High School Raiders | |
| 5 | | Archbishop Spalding Cavaliers | 1-2-5 | vs | 3-4-6 | St. Mary's High School (MD) Saints | |
| 6 | | Great Mills High School Hornets | 3-4-6 | vs | 1-2-5 | Severn School Admirals | |
| 7 | | Archbishop Spalding Cavaliers | 1-5-6 | vs | 2-3-4 | Severna Park Falcons | |
| 8 | | Great Mills High School Hornets | 3-4-6 | vs | 1-2-5 | Leonardtown High School Raiders | |
| 9 | | Severn School Admirals | 1-2-4 | vs | 3-5-6 | St. Mary's High School (MD) Saints | |
| 10 | | Great Mills High School Hornets | 3-5-6 | vs | 1-2-4 | Archbishop Spalding Cavaliers | |
| 11 | | St. Mary's High School (MD) Saints | 3-4-6 | vs | 1-2-5 | Severna Park Falcons | |
| 12 | | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | Severn School Admirals | |
| 13 | | St. Mary's High School (MD) Saints | 1-2-4 | vs | 3-5-6 | Great Mills High School Hornets | |
| 14 | | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | Archbishop Spalding Cavaliers | |
| 15 | | Severn School Admirals | 1-2-4 | vs | 3-5-6 | Severna Park Falcons | |
