| 1. Richmond Collegiate 4 | ||||
| Nov. 5 or 6 | Collegiate 0 | |||
| 16. Hampton Christian 0 | ||||
| Nov. 8 or 9 | St. Christopher 3 | |||
| 9. Cape Henry Collegiate 2 | at higher seed | Cann - goal | ||
| Nov. 5 or 6 | St. Chris. 1 | Staley - goal | ||
| 8. St. Christopher's 3 | Fiero - goal | |||
| Hare - 2 assists | St. Christopher's 2 | |||
| 5. Benedictine 2 | Galeski - assist | |||
| Nov. 5 or 6 | Woodberry F 1 | Brunk - goal | Hare - goal | |
| 12. Woodberry Forest 3 | Yu - assist | Cann - goal | ||
| Nov. 8 or 9 | HRA 1 | Staley - assist | ||
| 13. Fredericksburg 1 | at higher seed | |||
| Nov. 5 or 6 | HRA 3 | |||
| 4. Hampton Roads Acad. 7 | ||||
| St. Christopher's | ||||
| 3. Christchurch 3 | State Champs | |||
| Nov. 5 or 6 | Christchurch 4 | 1999 | ||
| 14. Bishop O'Connell 1 | ||||
| Nov. 8 or 9 | Christchurch 4 | |||
| 11. Paul VI 2 | at higher seed | Hubbard 2 goals | ||
| Nov. 5 or 6 | Paul VI 1 | Brown 2 goals | Pauls - goal | |
| 6. Bishop Ireton 0 | Hubbard assist | |||
| Evans assist | Christchurch 1 | |||
| 7. Eastern Mennonite 1 | Franklin 2 goals | |||
| Nov. 5 or 6 | Walsingham 1 | Dewey assist | ||
| 10. Walsingham 3 | Morgan assist | |||
| Nov. 8 or 9 | N. Collegiate 2 | |||
| 15. Norfolk Collegiate 2 | at higher seed | |||
| Nov. 5 or 6 | N. Collegiate 2 | |||
| 2. Norfolk Academy 1 | ||||
| Hampton Roads 5 | ||||
| Rich 3 goals,assist | ||||
| First and Second rounds are played at the higher seeds. | Cutler goal | Hampton Roads | ||
| Semi - Finals and Championship are played at Sports | Brunk goal | Third Place | ||
| Backers Stadium, Richmond | Yu assist | |||
| N. Collegiate 0 | ||||