| Round 1 |
|---|
| 1 |  | Annapolis High School Panthers | 3-4-6 | vs | 1-2-5 | Severn School Admirals |  |
| 2 |  | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | Key School Zags |  |
| 3 |  | Broadneck High School Bruins | 1-4-6 | vs | 2-3-5 | Archbishop Spalding Cavaliers |  |
| 4 |  | St. Mary's High School (MD) Saints | 1-3-4 | vs | 2-5-6 | Severna Park Falcons |  |
| 5 | | Annapolis High School Panthers | 1-2-4 | vs | 3-5-6 | Sts. Peter & Paul Sabres |  |
| 6 | | Broadneck High School Bruins | 4-5-6 | vs | 1-2-3 | Severn School Admirals | |
| 7 | | St. Mary's High School (MD) Saints | 2-3-4 | vs | 1-5-6 | Key School Zags | |
| 8 | | Archbishop Spalding Cavaliers | 1-2-6 | vs | 3-4-5 | Severna Park Falcons | |
| 9 | | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | Annapolis High School Panthers | |
| 10 | | Broadneck High School Bruins | 1-2-3 | vs | 4-5-6 | Sts. Peter & Paul Sabres | |
| 11 | | Archbishop Spalding Cavaliers | 3-5-6 | vs | 1-2-4 | Severn School Admirals | |
| 12 | | Key School Zags | 1-2-6 | vs | 3-4-5 | Severna Park Falcons | |
| 13 | | Broadneck High School Bruins | 1-3-5 | vs | 2-4-6 | Leonardtown High School Raiders | |
| 14 | | St. Mary's High School (MD) Saints | 1-5-6 | vs | 2-3-4 | Annapolis High School Panthers | |
| 15 | | Archbishop Spalding Cavaliers | 1-2-5 | vs | 3-4-6 DNF | Sts. Peter & Paul Sabres | |
| 16 | | Severn School Admirals | 1-2-5 | vs | 3-4-6 | Severna Park Falcons | |
| 17 | | St. Mary's High School (MD) Saints | 1-2-3 | vs | 4-5-6 | Broadneck High School Bruins | |
| 18 | | Archbishop Spalding Cavaliers | 1-3-6 | vs | 2-4-5 | Leonardtown High School Raiders | |
| 19 | | Key School Zags | 3-5-6 | vs | 1-2-4 | Annapolis High School Panthers | |
| 20 | | Severn School Admirals | 1-2-3 | vs | 4-5-6 | Sts. Peter & Paul Sabres | |
| 21 | | Archbishop Spalding Cavaliers | 3-5-6 | vs | 1-2-4 | St. Mary's High School (MD) Saints | |
| 22 | | Key School Zags | 1-2-5 | vs | 3-4-6 | Broadneck High School Bruins | |
| 23 | | Severn School Admirals | 1-2-5 | vs | 3-4-6 | Leonardtown High School Raiders | |
| 24 | | Sts. Peter & Paul Sabres | 4-5-6 | vs | 1-2-3 | Severna Park Falcons | |
| 25 | | Key School Zags | 1-5-6 DNF | vs | 2-3-4 | Archbishop Spalding Cavaliers | |
| 26 | | Severn School Admirals | 1-2-5 | vs | 3-4-6 | St. Mary's High School (MD) Saints | |
| 27 | | Sts. Peter & Paul Sabres | 4-5-6 | vs | 1-2-3 | Leonardtown High School Raiders | |
| 28 | | Annapolis High School Panthers | 1-3-4 | vs | 2-5-6 | Severna Park Falcons | |
| 29 | | Severn School Admirals | 1-2-4 | vs | 3-5-6 | Key School Zags | |
| 30 | | Sts. Peter & Paul Sabres | 4-5-6 | vs | 1-2-3 | St. Mary's High School (MD) Saints | |
| 31 | | Annapolis High School Panthers | 2-4-5 | vs | 1-3-6 | Broadneck High School Bruins | |
| 32 | | Leonardtown High School Raiders | 1-2-3 | vs | 4-5-6 | Severna Park Falcons | |
| 33 | | Sts. Peter & Paul Sabres | 3-4-6 | vs | 1-2-5 | Key School Zags | |
| 34 | | Annapolis High School Panthers | 1-2-5 | vs | 3-4-6 | Archbishop Spalding Cavaliers | |
| 35 | | Leonardtown High School Raiders | 3-4-5 | vs | 1-2-6 | St. Mary's High School (MD) Saints | |
| 36 | | Broadneck High School Bruins | 1-2-4 | vs | 3-5-6 | Severna Park Falcons | |
