| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1990 | 11/16 | 4A | Tabb | 38 | Charlie Hovis | Nansemond River | 0 | Jerry Varacallo | Yorktown | Bailey Field | ||||
| 1990 | 11/16 | 4A | Salem | 17 | Willis White | Amherst County | 3 | Jim Hendrick | Salem | Salem Stadium | ||||
| 1990 | 11/16 | 4A | Loudoun Valley | 12 | Mike Barton | Orange County | 7 | John Curia | Purcellville | |||||
| 1990 | 11/16 | 4A | Lakeland | 37 | Ed Smither | Poquoson | 6 | George Yeager | Suffolk | |||||
| 1990 | 11/16 | 4A | Chancellor | 21 | Scott Miller | Louisa County | 8 | Rick Vrhovac | Chancellor | |||||
| 1990 | 11/17 | 4A | Martinsville | 7 | Taylor Edwards | Magna Vista | 6 | Don Bateman | Ridgeway | The Hole | ||||
| 1990 | 11/17 | 4A | Lee | 49 | Don Williams | Grundy | 18 | Greg Rowe | Ben Hur | Five Star Stadium | ||||
| 1990 | 11/17 | 4A | Blacksburg | 16 | Dave Crist | Carroll County | 0 | Mike Scharnus | Blacksburg | Bill Brown Stadium | ||||
| 1990 | 11/23 | 4A | Salem | 20 | Willis White | Martinsville | 13 | Taylor Edwards | Salem | Salem Stadium | ||||
| 1990 | 11/24 | 4A | Tabb | 34 | Charlie Hovis | Lakeland | 6 | Ed Smither | Yorktown | Bailey Field | ||||
| 1990 | 11/24 | 4A | Lee | 35 | Don Williams | Blacksburg | 14 | Dave Crist | Ben Hur | Five Star Stadium | ||||
| 1990 | 11/24 | 4A | Chancellor | 28 | Scott Miller | Loudoun Valley | 0 | Mike Barton | Chancellor | |||||
| 1990 | 12/1 | 4A | Lee | 19 | Don Williams | Salem | 0 | Willis White | Ben Hur | Five Star Stadium | ||||
| 1990 | 12/1 | 4A | Tabb | 31 | Charlie Hovis | Chancellor | 20 | Scott Miller | Chancellor | |||||
| 1990 | 12/8 | 4A | Tabb | 21 | Charlie Hovis | Lee | 14 | Don Williams | Yorktown | Bailey Field | ||||
| 385 | 115 | |||||||||||||
| 25.67 | 7.67 | |||||||||||||