| Round 1 |
|---|
| 1 |  | Severn School Admirals | 1-2-6 | vs | 3-4-5 | Norfolk Academy Bulldogs |  |
| 2 |  | Hampton Roads Academy Navigators | 1-3-4 | vs | 2-5-6 | Archbishop Spalding Cavaliers |  |
| 3 |  | Christian Brothers Academy Colts | 1-2-6 | vs | 3-4-5 | Leonardtown High School Raiders |  |
| 4 |  | Broadneck High School Bruins | 2-5-6 | vs | 1-3-4 | The Stony Brook School Bears |  |
| 5 |  | Christchurch School Seahorses | 1-2-5 | vs | 3-4-6 | Maury High School Commodores |  |
| 6 |  | Key School Zags | 4-5-6 | vs | 1-2-3 | Norfolk Collegiate School Oaks |  |
| 7 | | Leonardtown High School Raiders | 4-5-6 | vs | 1-2-3 | Severn School Admirals | |
| 8 | | The Stony Brook School Bears | 3-4-6 | vs | 1-2-5 | Hampton Roads Academy Navigators | |
| 9 | | Norfolk Academy Bulldogs | 1-4-5 | vs | 2-3-6 | Christian Brothers Academy Colts | |
| 10 | | Archbishop Spalding Cavaliers | 1-2-4 | vs | 3-5-6 | Broadneck High School Bruins | |
| 11 | | Maury High School Commodores | 3-5-6 | vs | 1-2-4 | Severn School Admirals | |
| 12 | | Norfolk Collegiate School Oaks | 2-5-6 | vs | 1-3-4 | Hampton Roads Academy Navigators | |
| 13 | | Leonardtown High School Raiders | 3-4-6 | vs | 1-2-5 | Christchurch School Seahorses | |
| 14 | | The Stony Brook School Bears | 1-2-5 | vs | 3-4-6 | Key School Zags | |
| 15 | | Norfolk Academy Bulldogs | 1-2-6 | vs | 3-4-5 | Maury High School Commodores | |
| 16 | | Archbishop Spalding Cavaliers | 2-3-4 | vs | 1-5-6 | Norfolk Collegiate School Oaks | |
| 17 | | Christian Brothers Academy Colts | 1-2-6 | vs | 3-4-5 | Severn School Admirals | |
| 18 | | Broadneck High School Bruins | 4-5-6 | vs | 1-2-3 | Hampton Roads Academy Navigators | |
| 19 | | Christchurch School Seahorses | 1-2-5 | vs | 3-4-6 | Norfolk Academy Bulldogs | |
| 20 | | Key School Zags | 3-4-6 | vs | 1-2-5 | Archbishop Spalding Cavaliers | |
| 21 | | Maury High School Commodores | 1-5-6 | vs | 2-3-4 | Leonardtown High School Raiders | |
| 22 | | Norfolk Collegiate School Oaks | 3-4-6 | vs | 1-2-5 | The Stony Brook School Bears | |
| 23 | | Christchurch School Seahorses | 1-2-4 | vs | 3-5-6 | Christian Brothers Academy Colts | |
| 24 | | Key School Zags | 2-3-6 | vs | 1-4-5 | Broadneck High School Bruins | |
| 25 | | Norfolk Academy Bulldogs | 1-2-6 | vs | 3-4-5 | Leonardtown High School Raiders | |
| 26 | | Archbishop Spalding Cavaliers | 1-3-4 | vs | 2-5-6 | The Stony Brook School Bears | |
| 27 | | Severn School Admirals | 1-2-5 | vs | 3-4-6 | Christchurch School Seahorses | |
| 28 | | Hampton Roads Academy Navigators | 3-4-5 | vs | 1-2-6 | Key School Zags | |
| 29 | | Christian Brothers Academy Colts | 1-2-3 | vs | 4-5-6 | Maury High School Commodores | |
| 30 | | Broadneck High School Bruins | 3-4-5 | vs | 1-2-6 | Norfolk Collegiate School Oaks | |
| 31 | | The Stony Brook School Bears | | vs | | Severn School Admirals | |
| 32 | | Archbishop Spalding Cavaliers | | vs | | Norfolk Academy Bulldogs | |
| 33 | | Hampton Roads Academy Navigators | | vs | | Leonardtown High School Raiders | |
| 34 | | Key School Zags | | vs | | Christchurch School Seahorses | |
| 35 | | Broadneck High School Bruins | | vs | | Christian Brothers Academy Colts | |
| 36 | | Norfolk Collegiate School Oaks | | vs | | Maury High School Commodores | |
| 37 | | The Stony Brook School Bears | | vs | | Norfolk Academy Bulldogs | |
| 38 | | Hampton Roads Academy Navigators | | vs | | Severn School Admirals | |
| 39 | | Archbishop Spalding Cavaliers | | vs | | Christchurch School Seahorses | |
| 40 | | Norfolk Collegiate School Oaks | | vs | | Leonardtown High School Raiders | |
| 41 | | Broadneck High School Bruins | | vs | | Maury High School Commodores | |
| 42 | | Key School Zags | | vs | | Christian Brothers Academy Colts | |
| 43 | | Archbishop Spalding Cavaliers | | vs | | Severn School Admirals | |
| 44 | | Hampton Roads Academy Navigators | | vs | | Christchurch School Seahorses | |
| 45 | | Norfolk Collegiate School Oaks | | vs | | Norfolk Academy Bulldogs | |
| 46 | | Leonardtown High School Raiders | | vs | | Broadneck High School Bruins | |
| 47 | | The Stony Brook School Bears | | vs | | Christian Brothers Academy Colts | |
| 48 | | Key School Zags | | vs | | Maury High School Commodores | |
| 49 | | Norfolk Collegiate School Oaks | | vs | | Christchurch School Seahorses | |
| 50 | | Severn School Admirals | | vs | | Broadneck High School Bruins | |
| 51 | | Archbishop Spalding Cavaliers | | vs | | Leonardtown High School Raiders | |
| 52 | | Norfolk Academy Bulldogs | | vs | | Hampton Roads Academy Navigators | |
| 53 | | Maury High School Commodores | | vs | | The Stony Brook School Bears | |
| 54 | | Norfolk Collegiate School Oaks | | vs | | Christian Brothers Academy Colts | |
| 55 | | Severn School Admirals | | vs | | Key School Zags | |
| 56 | | Christchurch School Seahorses | | vs | | Broadneck High School Bruins | |
| 57 | | Maury High School Commodores | | vs | | Hampton Roads Academy Navigators | |
| 58 | | Christian Brothers Academy Colts | | vs | | Archbishop Spalding Cavaliers | |
| 59 | | Leonardtown High School Raiders | | vs | | The Stony Brook School Bears | |
| 60 | | Norfolk Academy Bulldogs | | vs | | Key School Zags | |
| 61 | | Severn School Admirals | | vs | | Norfolk Collegiate School Oaks | |
| 62 | | Maury High School Commodores | | vs | | Archbishop Spalding Cavaliers | |
| 63 | | Christian Brothers Academy Colts | | vs | | Hampton Roads Academy Navigators | |
| 64 | | The Stony Brook School Bears | | vs | | Christchurch School Seahorses | |
| 65 | | Norfolk Academy Bulldogs | | vs | | Broadneck High School Bruins | |
| 66 | | Leonardtown High School Raiders | | vs | | Key School Zags | |
