| Round 1 |
|---|
| 1 |  | Ransom Everglades School Raiders | 3-5-6 | vs | 1-2-4 | Mater Dei High School Monarchs |  |
| 2 |  | Antilles School Hurricanes | 4-5-6 | vs | 1-2-3 | Point Loma High School Pointers |  |
| 3 |  | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | St. George's School Dragons |  |
| 4 |  | Clear Falls High School Knights | 3-4-5 | vs | 1-2-6 | The Hotchkiss School Bearcats |  |
| 5 |  | Norfolk Academy Bulldogs | 1-2-5 | vs | 3-4-6 | Bainbridge High School Spartans |  |
| 6 |  | Severn School Admirals | 3-4-6 | vs | 1-2-5 | Lake Forest High School Scouts |  |
| 7 | | St. George's School Dragons | 1-2-3 | vs | 4-5-6 | Ransom Everglades School Raiders | |
| 8 | | The Hotchkiss School Bearcats | 1-2-5 | vs | 3-4-6 | Antilles School Hurricanes | |
| 9 | | Mater Dei High School Monarchs | 1-2-3 | vs | 4-5-6 | Jones College Prep Eagles | |
| 10 | | Point Loma High School Pointers | 1-2-3 | vs | 4-5-6 | Clear Falls High School Knights | |
| 11 | | Bainbridge High School Spartans | 3-5-6 | vs | 1-2-4 | Ransom Everglades School Raiders | |
| 12 | | Lake Forest High School Scouts | 2-3-5 | vs | 1-4-6 OCS | Antilles School Hurricanes | |
| 13 | | St. George's School Dragons | 1-2-5 | vs | 3-4-6 | Norfolk Academy Bulldogs | |
| 14 | | The Hotchkiss School Bearcats | 1-2-3 | vs | 4-5-6 | Severn School Admirals | |
| 15 | | Mater Dei High School Monarchs | 1-2-5 | vs | 3-4-6 | Bainbridge High School Spartans | |
| 16 | | Point Loma High School Pointers | 1-2-5 | vs | 3-4-6 | Lake Forest High School Scouts | |
| 17 | | Jones College Prep Eagles | 3-5-6 | vs | 1-2-4 | Ransom Everglades School Raiders | |
| 18 | | Clear Falls High School Knights | 4-5-6 | vs | 1-2-3 | Antilles School Hurricanes | |
| 19 | | Norfolk Academy Bulldogs | 1-5-6 | vs | 2-3-4 | Mater Dei High School Monarchs | |
| 20 | | Severn School Admirals | 1-2-5 | vs | 3-4-6 | Point Loma High School Pointers | |
| 21 | | Bainbridge High School Spartans | 4-5-6 | vs | 1-2-3 | St. George's School Dragons | |
| 22 | | Lake Forest High School Scouts | 1-2-6 | vs | 3-4-5 | The Hotchkiss School Bearcats | |
| 23 | | Norfolk Academy Bulldogs | 1-2-6 | vs | 3-4-5 | Jones College Prep Eagles | |
| 24 | | Severn School Admirals | 1-2-3 | vs | 4-5-6 | Clear Falls High School Knights | |
| 25 | | Mater Dei High School Monarchs | 3-5-6 | vs | 1-2-4 | St. George's School Dragons | |
| 26 | | Point Loma High School Pointers | 1-2-3 | vs | 4-5-6 | The Hotchkiss School Bearcats | |
| 27 | | Ransom Everglades School Raiders | 2-3-6 | vs | 1-4-5 | Norfolk Academy Bulldogs | |
| 28 | | Antilles School Hurricanes | 1-2-6 | vs | 3-4-5 | Severn School Admirals | |
| 29 | | Jones College Prep Eagles | 1-3-6 | vs | 2-4-5 | Bainbridge High School Spartans | |
| 30 | | Clear Falls High School Knights | 2-3-4 | vs | 1-5-6 | Lake Forest High School Scouts | |
| 31 | | The Hotchkiss School Bearcats | 1-2-5 | vs | 3-4-6 | Ransom Everglades School Raiders | |
| 32 | | Point Loma High School Pointers | 2-3-4 | vs | 1-5-6 | Mater Dei High School Monarchs | |
| 33 | | Antilles School Hurricanes | 1-5-6 | vs | 2-3-4 | St. George's School Dragons | |
| 34 | | Severn School Admirals | 1-2-3 | vs | 4-5-6 | Norfolk Academy Bulldogs | |
| 35 | | Clear Falls High School Knights | 1-3-4 | vs | 2-5-6 | Jones College Prep Eagles | |
| 36 | | Lake Forest High School Scouts | 1-3-5 | vs | 2-4-6 | Bainbridge High School Spartans | |
| 37 | | The Hotchkiss School Bearcats | 1-2-4 | vs | 3-5-6 | Mater Dei High School Monarchs | |
| 38 | | Antilles School Hurricanes | 1-3-6 | vs | 2-4-5 | Ransom Everglades School Raiders | |
| 39 | | Point Loma High School Pointers | 1-2-4 | vs | 3-5-6 | Norfolk Academy Bulldogs | |
| 40 | | Lake Forest High School Scouts | 3-4-5 | vs | 1-2-6 | St. George's School Dragons | |
| 41 | | Clear Falls High School Knights | 1-2-5 | vs | 3-4-6 | Bainbridge High School Spartans | |
| 42 | | Severn School Admirals | 1-3-5 | vs | 2-4-6 | Jones College Prep Eagles | |
| 43 | | Point Loma High School Pointers | 1-2-4 | vs | 3-5-6 | Ransom Everglades School Raiders | |
| 44 | | Antilles School Hurricanes | 1-2-3 | vs | 4-5-6 | Norfolk Academy Bulldogs | |
| 45 | | Lake Forest High School Scouts | 3-4-6 | vs | 1-2-5 | Mater Dei High School Monarchs | |
| 46 | | St. George's School Dragons | 1-2-4 | vs | 3-5-6 | Clear Falls High School Knights | |
| 47 | | The Hotchkiss School Bearcats | 1-2-3 | vs | 4-5-6 | Jones College Prep Eagles | |
| 48 | | Severn School Admirals | 1-2-4 | vs | 3-5-6 | Bainbridge High School Spartans | |
| 49 | | Lake Forest High School Scouts | 1-2-5 | vs | 3-4-6 | Norfolk Academy Bulldogs | |
| 50 | | Ransom Everglades School Raiders | 4-5-6 | vs | 1-2-3 | Clear Falls High School Knights | |
| 51 | | Point Loma High School Pointers | 1-2-5 | vs | 3-4-6 | St. George's School Dragons | |
| 52 | | Mater Dei High School Monarchs | 1-2-5 | vs | 3-4-6 | Antilles School Hurricanes | |
| 53 | | Bainbridge High School Spartans | 4-5-6 | vs | 1-2-3 | The Hotchkiss School Bearcats | |
| 54 | | Lake Forest High School Scouts | 1-2-3 | vs | 4-5-6 | Jones College Prep Eagles | |
| 55 | | Ransom Everglades School Raiders | 3-4-5 | vs | 1-2-6 | Severn School Admirals | |
| 56 | | Norfolk Academy Bulldogs | 1-2-6 | vs | 3-4-5 | Clear Falls High School Knights | |
| 57 | | Bainbridge High School Spartans | 4-5-6 | vs | 1-2-3 | Antilles School Hurricanes | |
| 58 | | Jones College Prep Eagles | 3-5-6 | vs | 1-2-4 | Point Loma High School Pointers | |
| 59 | | St. George's School Dragons | 1-2-6 | vs | 3-4-5 | The Hotchkiss School Bearcats | |
| 60 | | Mater Dei High School Monarchs | 1-4-5 | vs | 2-3-6 | Severn School Admirals | |
| 61 | | Ransom Everglades School Raiders | 4-5-6 | vs | 1-2-3 | Lake Forest High School Scouts | |
| 62 | | Bainbridge High School Spartans | 3-5-6 | vs | 1-2-4 | Point Loma High School Pointers | |
| 63 | | Jones College Prep Eagles | 4-5-6 | vs | 1-2-3 | Antilles School Hurricanes | |
| 64 | | The Hotchkiss School Bearcats | 1-2-5 | vs | 3-4-6 | Norfolk Academy Bulldogs | |
| 65 | | Mater Dei High School Monarchs | 1-2-3 | vs | 4-5-6 | Clear Falls High School Knights | |
| 66 | | St. George's School Dragons | 1-2-4 | vs | 3-5-6 | Severn School Admirals | |
