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