| Round 1 |
|---|
| 1 |  | Broadneck High School Bruins | 1-3-6 | vs | 2-4-5 | Leonardtown High School Raiders |  |
| 2 |  | St. Mary's High School (MD) Saints | 2-3-4 | vs | 1-5-6 | Annapolis High School Panthers |  |
| 3 |  | Severn School Admirals 2 | 4-5-6 | vs | 1-2-3 | Archbishop Spalding Cavaliers |  |
| 4 | | Severn School Admirals 1 | 1-2-5 | vs | 3-4-6 | Great Mills High School Hornets |  |
| 5 | | Broadneck High School Bruins | 1-2-6 | vs | 3-4-5 | St. Mary's High School (MD) Saints | |
| 6 | | Archbishop Spalding Cavaliers | 1-2-4 | vs | 3-5-6 | Leonardtown High School Raiders | |
| 7 | | Great Mills High School Hornets | 1-4-5 | vs | 2-3-6 | Annapolis High School Panthers | |
| 8 | | Severn School Admirals 1 | 1-2-6 | vs | 3-4-5 | Severn School Admirals 2 | |
| 9 | | St. Mary's High School (MD) Saints | 3-5-6 | vs | 1-2-4 | Archbishop Spalding Cavaliers | |
| 10 | | Broadneck High School Bruins | 1-2-4 | vs | 3-5-6 | Great Mills High School Hornets | |
| 11 | | Severn School Admirals 2 | 2-3-6 | vs | 1-4-5 | Leonardtown High School Raiders | |
| 12 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | Annapolis High School Panthers | |
| 13 | | Great Mills High School Hornets | 3-4-5 | vs | 1-2-6 | Archbishop Spalding Cavaliers | |
| 14 | | St. Mary's High School (MD) Saints | 3-5-6 | vs | 1-2-4 | Severn School Admirals 2 | |
| 15 | | Annapolis High School Panthers | 3-5-6 | vs | 1-2-4 | Broadneck High School Bruins | |
| 16 | | Severn School Admirals 1 | 1-2-4 | vs | 3-5-6 | Leonardtown High School Raiders | |
| 17 | | Severn School Admirals 2 | 1-4-6 | vs | 2-3-5 | Great Mills High School Hornets | |
| 18 | | Archbishop Spalding Cavaliers | 1-2-3 | vs | 4-5-6 | Annapolis High School Panthers | |
| 19 | | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | St. Mary's High School (MD) Saints | |
| 20 | | Broadneck High School Bruins | 3-5-6 | vs | 1-2-4 | Severn School Admirals 1 | |
| 21 | | Annapolis High School Panthers | 3-4-6 | vs | 1-2-5 | Severn School Admirals 2 | |
| 22 | | Great Mills High School Hornets | 2-3-6 | vs | 1-4-5 | Leonardtown High School Raiders | |
| 23 | | Archbishop Spalding Cavaliers | 1-2-5 | vs | 3-4-6 | Broadneck High School Bruins | |
| 24 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | St. Mary's High School (MD) Saints | |
| 25 | | Leonardtown High School Raiders | 1-2-5 | vs | 3-4-6 | Annapolis High School Panthers | |
| 26 | | Broadneck High School Bruins | 1-2-6 | vs | 3-4-5 | Severn School Admirals 2 | |
| 27 | | St. Mary's High School (MD) Saints | 1-2-5 | vs | 3-4-6 | Great Mills High School Hornets | |
| 28 | | Severn School Admirals 1 | 1-2-5 | vs | 3-4-6 | Archbishop Spalding Cavaliers | |
