| Round 1 |
|---|
| 1 |  | Walt Whitman High School Vikings | 4-5-6 | vs | 1-2-3 | Severn School Admirals 1 |  |
| 2 |  | South River High School Seahawks | 3-5-6 | vs | 1-2-4 | Key School Zags |  |
| 3 |  | Kent Island High School Buccaneers | 4-5-6 | vs | 1-2-3 | St. Mary's High School (MD) Saints |  |
| 4 | | Severn School Admirals 2 | 1-4-5 | vs | 2-3-6 | Severna Park Falcons |  |
| 5 |  | Archbishop Spalding Cavaliers | 1-2-4 | vs | 3-5-6 | St. John's College High School St. John's College | |
| 6 | | South River High School Seahawks | 1-2-3 | vs | 4-5-6 | Walt Whitman High School Vikings | |
| 7 | | Kent Island High School Buccaneers | 3-5-6 | vs | 1-2-4 | Severn School Admirals 1 | |
| 8 | | Severn School Admirals 2 | 1-3-4 | vs | 2-5-6 | Key School Zags | |
| 9 | | Archbishop Spalding Cavaliers | 1-2-4 | vs | 3-5-6 | St. Mary's High School (MD) Saints | |
| 10 | | Severna Park Falcons | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
| 11 | | Kent Island High School Buccaneers | 1-2-4 | vs | 3-5-6 | South River High School Seahawks | |
| 12 | | Severn School Admirals 2 | 1-2-3 | vs | 4-5-6 | Walt Whitman High School Vikings | |
| 13 | | Archbishop Spalding Cavaliers | 4-5-6 | vs | 1-2-3 | Severn School Admirals 1 | |
| 14 | | Severna Park Falcons | 1-2-5 | vs | 3-4-6 | Key School Zags | |
| 15 | | St. Mary's High School (MD) Saints | 1-2-5 | vs | 3-4-6 | St. John's College High School St. John's College | |
| 16 | | Severn School Admirals 2 | 1-2-3 | vs | 4-5-6 | Kent Island High School Buccaneers | |
| 17 | | Archbishop Spalding Cavaliers | 2-3-4 | vs | 1-5-6 | South River High School Seahawks | |
| 18 | | Severna Park Falcons | 1-2-5 | vs | 3-4-6 | Walt Whitman High School Vikings | |
| 19 | | St. Mary's High School (MD) Saints | 4-5-6 | vs | 1-2-3 | Severn School Admirals 1 | |
| 20 | | Key School Zags | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
| 21 | | Archbishop Spalding Cavaliers | 3-4-6 | vs | 1-2-5 | Severn School Admirals 2 | |
| 22 | | Severna Park Falcons | 2-3-4 | vs | 1-5-6 | Kent Island High School Buccaneers | |
| 23 | | St. Mary's High School (MD) Saints | 1-3-6 | vs | 2-4-5 | South River High School Seahawks | |
| 24 | | Key School Zags | 1-2-5 | vs | 3-4-6 | Walt Whitman High School Vikings | |
| 25 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
| 26 | | Severna Park Falcons | 1-2-3 | vs | 4-5-6 | Archbishop Spalding Cavaliers | |
| 27 | | St. Mary's High School (MD) Saints | 4-5-6 | vs | 1-2-3 | Severn School Admirals 2 | |
| 28 | | Key School Zags | 1-2-4 | vs | 3-5-6 | Kent Island High School Buccaneers | |
| 29 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | South River High School Seahawks | |
| 30 | | Walt Whitman High School Vikings | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
| 31 | | St. Mary's High School (MD) Saints | 4-5-6 | vs | 1-2-3 | Severna Park Falcons | |
| 32 | | Key School Zags | 1-4-5 | vs | 2-3-6 | Archbishop Spalding Cavaliers | |
| 33 | | Severn School Admirals 1 | 1-2-5 | vs | 3-4-6 | Severn School Admirals 2 | |
| 34 | | Walt Whitman High School Vikings | 2-4-5 | vs | 1-3-6 | Kent Island High School Buccaneers | |
| 35 | | South River High School Seahawks | 1-4-5 | vs | 2-3-6 | St. John's College High School St. John's College | |
| 36 | | Key School Zags | 1-2-5 | vs | 3-4-6 | St. Mary's High School (MD) Saints | |
| 37 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | Severna Park Falcons | |
| 38 | | Walt Whitman High School Vikings | 4-5-6 | vs | 1-2-3 | Archbishop Spalding Cavaliers | |
| 39 | | South River High School Seahawks | 4-5-6 | vs | 1-2-3 | Severn School Admirals 2 | |
| 40 | | Kent Island High School Buccaneers | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
| 41 | | Severn School Admirals 1 | 1-2-3 | vs | 4-5-6 | Key School Zags | |
| 42 | | Walt Whitman High School Vikings | 3-4-5 | vs | 1-2-6 | St. Mary's High School (MD) Saints | |
| 43 | | South River High School Seahawks | 3-4-5 | vs | 1-2-6 | Severna Park Falcons | |
| 44 | | Kent Island High School Buccaneers | 2-5-6 | vs | 1-3-4 | Archbishop Spalding Cavaliers | |
| 45 | | Severn School Admirals 2 | 1-2-3 | vs | 4-5-6 | St. John's College High School St. John's College | |
