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