| Flight 1 (Round 1) |
| 1 |  | Broadneck High School Bruins | 1 | 2 | 3 | vs | 16 | 17 | 18 | Leonardtown High School Raiders |  |
| 2 |  | St. Mary's High School (MD) Saints | 4 | 5 | 6 | vs | 13 | 14 | 15 | Annapolis High School Panthers |  |
| 3 |  | Severn School Admirals 2 | 7 | 8 | 9 | vs | 10 | 11 | 12 | Archbishop Spalding Cavaliers |  |
| Flight 2 |
| 4 | | Severn School Admirals 1 | 1 | 2 | 3 | vs | 16 | 17 | 18 | Great Mills High School Hornets |  |
| 5 | | Broadneck High School Bruins | 4 | 5 | 6 | vs | 13 | 14 | 15 | St. Mary's High School (MD) Saints | |
| 6 | | Archbishop Spalding Cavaliers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Leonardtown High School Raiders | |
| Flight 3 |
| 7 | | Great Mills High School Hornets | 1 | 2 | 3 | vs | 16 | 17 | 18 | Annapolis High School Panthers | |
| 8 | | Severn School Admirals 1 | 4 | 5 | 6 | vs | 13 | 14 | 15 | Severn School Admirals 2 | |
| 9 | | St. Mary's High School (MD) Saints | 7 | 8 | 9 | vs | 10 | 11 | 12 | Archbishop Spalding Cavaliers | |
| Flight 4 |
| 10 | | Broadneck High School Bruins | 1 | 2 | 3 | vs | 16 | 17 | 18 | Great Mills High School Hornets | |
| 11 | | Severn School Admirals 2 | 4 | 5 | 6 | vs | 13 | 14 | 15 | Leonardtown High School Raiders | |
| 12 | | Severn School Admirals 1 | 7 | 8 | 9 | vs | 10 | 11 | 12 | Annapolis High School Panthers | |
| Flight 5 |
| 13 | | Great Mills High School Hornets | 1 | 2 | 3 | vs | 16 | 17 | 18 | Archbishop Spalding Cavaliers | |
| 14 | | St. Mary's High School (MD) Saints | 4 | 5 | 6 | vs | 13 | 14 | 15 | Severn School Admirals 2 | |
| 15 | | Annapolis High School Panthers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Broadneck High School Bruins | |
| Flight 6 |
| 16 | | Severn School Admirals 1 | 1 | 2 | 3 | vs | 16 | 17 | 18 | Leonardtown High School Raiders | |
| 17 | | Severn School Admirals 2 | 4 | 5 | 6 | vs | 13 | 14 | 15 | Great Mills High School Hornets | |
| 18 | | Archbishop Spalding Cavaliers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Annapolis High School Panthers | |
| Flight 7 |
| 19 | | Leonardtown High School Raiders | 1 | 2 | 3 | vs | 16 | 17 | 18 | St. Mary's High School (MD) Saints | |
| 20 | | Broadneck High School Bruins | 4 | 5 | 6 | vs | 13 | 14 | 15 | Severn School Admirals 1 | |
| 21 | | Annapolis High School Panthers | 7 | 8 | 9 | vs | 10 | 11 | 12 | Severn School Admirals 2 | |
| Flight 8 |
| 22 | | Great Mills High School Hornets | 1 | 2 | 3 | vs | 16 | 17 | 18 | Leonardtown High School Raiders | |
| 23 | | Archbishop Spalding Cavaliers | 4 | 5 | 6 | vs | 13 | 14 | 15 | Broadneck High School Bruins | |
| 24 | | Severn School Admirals 1 | 7 | 8 | 9 | vs | 10 | 11 | 12 | St. Mary's High School (MD) Saints | |
| Flight 9 |
| 25 | | Leonardtown High School Raiders | 1 | 2 | 3 | vs | 16 | 17 | 18 | Annapolis High School Panthers | |
| 26 | | Broadneck High School Bruins | 4 | 5 | 6 | vs | 13 | 14 | 15 | Severn School Admirals 2 | |
| 27 | | St. Mary's High School (MD) Saints | 7 | 8 | 9 | vs | 10 | 11 | 12 | Great Mills High School Hornets | |
| Flight 10 |
| 28 | | Severn School Admirals 1 | 1 | 2 | 3 | vs | 16 | 17 | 18 | Archbishop Spalding Cavaliers | |
