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