| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 2000 | 11/10 | 6A | James Robinson | 10 | Mark Bendorf | Lake Braddock | 0 | Marty Riddle | Fairfax | Samuel J. Coffey Stadium | ||||
| 2000 | 11/10 | 6A | L. C. Bird | 21 | David Bedwell | Mills Godwin | 15 | Ron Axselle | Henrico | |||||
| 2000 | 11/10 | 6A | Varina | 19 | Gary Chilcoat | James River Midlothian | 13 | Cris Bell | Midlothian | |||||
| 2000 | 11/10 | 6A | C. D. Hylton | 28 | Bill Brown | G. W. Danville | 14 | Everett Woods | Danville | J. T. Christopher Stadium | ||||
| 2000 | 11/10 | 6A | Centreville | 41 | Mike Skinner | Hayfield | 7 | Billy Pugh | Centreville | |||||
| 2000 | 11/10 | 6A | Bayside | 27 | Robert Jackson | First Colonial | 0 | Sam Scarborough | Virginia Beach | Floyd Kellam High School | ||||
| 2000 | 11/10 | 6A | Deep Creek | 43 | David Cox | Princess Anne | 0 | Jeff Ballance | Chesapeake | Tiger Stadium | ||||
| 2000 | 11/10 | 6A | Potomac | 34 | Keith King | Brooke Point | 7 | Jeff Berry | Dumfries | |||||
| 2000 | 11/17 | 6A | Varina | 35 | Gary Chilcoat | L. C. Bird | 14 | David Bedwell | Richmond | Blue Devil Stadium | ||||
| 2000 | 11/17 | 6A | C. D. Hylton | 18 | Bill Brown | Potomac | 13 | Keith King | Dumfries | |||||
| 2000 | 11/17 | 6A | Deep Creek | 42 | David Cox | Bayside | 7 | Robert Jackson | Virginia Beach | Floyd Kellam High School | ||||
| 2000 | 11/18 | 6A | Centreville | 16 | Mike Skinner | James Robinson | 13 | Mark Bendorf | Fairfax | Samuel J. Coffey Stadium | ||||
| 2000 | 11/25 | 6A | Deep Creek | 42 | David Cox | C. D. Hylton | 0 | Bill Brown | Chesapeake | Tiger Stadium | ||||
| 2000 | 11/25 | 6A | Centreville | 20 | Mike Skinner | Varina | 14 | Gary Chilcoat | Centreville | |||||
| 2000 | 12/2 | 6A | Centreville | 28 | Mike Skinner | Deep Creek | 26 | David Cox | Richmond | University of Richmond Stadium | ||||
| 424 | 143 | |||||||||||||
| 28.27 | 9.53 | |||||||||||||