| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||||
| 1989 | 11/10 | 2A | Sussex Central | 54 | Dwight Reagan | Lancaster | 0 | Jeff Midkiff | Sussex | Semones Field | ||||||
| 1989 | 11/10 | 2A | Nandua | 27 | Harry Betts | King William | 24 | Roger Brookes | King William | |||||||
| 1989 | 11/10 | 2A | Fort Chiswell | 20 | John Martin | Chilhowie | 6 | Bill Clear | Chilhowie | |||||||
| 1989 | 11/11 | 2A | Garden | 34 | Roger Rife | Clintwood | 0 | Bobby Meade | Oakwood | |||||||
| 1989 | 11/11 | 2A | Lunenburg Central | 28 | Chippe Chappell | Fluvanna County | 18 | Steve Sheridan | Victoria | Charger Stadium | ||||||
| 1989 | 11/11 | 2A | Powell Valley | 42 | Phil Robbins | Coeburn | 0 | Carl Richards | Big Stone Gap | Bullitt Park | ||||||
| 1989 | 11/11 | 2A | Page County | 34 | Buddy Comer | Stuarts Draft | 32 | Dana Griffin | Shenandoah | |||||||
| 1989 | 11/11 | 2A | Northwood | 20 | Jeff Raines | Grayson County | 16 | Bill Strong | Saltville | |||||||
| 1989 | 11/18 | 2A | Sussex Central | 32 | Dwight Reagan | Nandua | 0 | Harry Betts | Sussex | Semones Field | ||||||
| 1989 | 11/18 | 2A | Lunenburg Central | 36 | Chippe Chappell | Page County | 12 | Buddy Comer | Victoria | Charger Stadium | ||||||
| 1989 | 11/18 | 2A | Fort Chiswell | 17 | John Martin | Northwood | 16 | Jeff Raines | Saltville | |||||||
| 1989 | 11/18 | 2A | Powell Valley | 58 | Phil Robbins | Garden | 20 | Roger Rife | Big Stone Gap | Bullitt Park | ||||||
| 1989 | 11/25 | 2A | Lunenburg Central | 26 | Chippe Chappell | Sussex Central | 22 | Dwight Reagan | Sussex | Semones Field | ||||||
| 1989 | 11/25 | 2A | Powell Valley | 35 | Phil Robbins | Fort Chiswell | 7 | John Martin | Big Stone Gap | Bullitt Park | ||||||
| 1989 | 12/2 | 2A | Powell Valley | 21 | Phil Robbins | Lunenburg Central | 20 | Chippe Chappell | Big Stone Gap | Bullitt Park | ||||||
| 484 | 193 | |||||||||||||||
| 32.27 | 12.87 | |||||||||||||||