| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1990 | 11/16 | 6A | Gar-Field | 21 | Chuck White | Woodbridge | 20 | Ron Davis | Dale City | Ralph L. Barnette Memorial Stadium | ||||
| 1990 | 11/16 | 6A | Highland Springs | 20 | Rudy Ward | Mills Godwin | 12 | Ron Axselle | Henrico | |||||
| 1990 | 11/16 | 6A | L. C. Bird | 21 | Dutch Schrotenboer | Monacan | 18 | Buddy Gregory | North Chesterfield | |||||
| 1990 | 11/16 | 6A | Fauquier | 31 | John Chmara | G. W. Danville | 14 | Eddie Martin | Warrenton | |||||
| 1990 | 11/16 | 6A | Hampton | 28 | Mike Smith | Maury | 7 | Bob Pannenbacker | Norfolk | Chittum Field | ||||
| 1990 | 11/16 | 6A | Annandale | 51 | Dick Adams | Herndon | 12 | Tom Meier | Annandale | J. Wallace Bolding Stadium | ||||
| 1990 | 11/16 | 6A | Kecoughtan | 10 | Curt Newsome | First Colonial | 7 | Frank Webster | Virginia Beach | Floyd Kellam High School | ||||
| 1990 | 11/17 | 6A | T. C. Williams | 44 | Glenn Furman | James Madison | 14 | Ned Garber | Alexandria | Parker-Gray Stadium | ||||
| 1990 | 11/23 | 6A | Hampton | 17 | Mike Smith | Kecoughtan | 10 | Curt Newsome | Hampton | Darling Memorial Stadium | ||||
| 1990 | 11/23 | 6A | Gar-Field | 14 | Chuck White | Fauquier | 7 | John Chmara | Dale City | Ralph L. Barnette Memorial Stadium | ||||
| 1990 | 11/24 | 6A | Annandale | 27 | Dick Adams | T. C. Williams | 6 | Glenn Furman | Fairfax | Pat Cunningham Stadium | ||||
| 1990 | 11/24 | 6A | Highland Springs | 20 | Rudy Ward | L. C. Bird | 13 | Dutch Schrotenboer | Richmond | University of Richmond Stadium | ||||
| 1990 | 12/1 | 6A | Gar-Field | 20 | Chuck White | Highland Springs | 13 | Rudy Ward | Dale City | Ralph L. Barnette Memorial Stadium | ||||
| 1990 | 12/1 | 6A | Hampton | 30 | Mike Smith | Annandale | 8 | Dick Adams | Fairfax | Pat Cunningham Stadium | ||||
| 1990 | 12/8 | 6A | Gar-Field | 13 | Chuck White | Hampton | 12 | Mike Smith | Hampton | Darling Memorial Stadium | ||||
| 367 | 173 | |||||||||||||
| 24.47 | 11.53 | |||||||||||||