| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 2021 | 4/8 | 4A | G. W. Danville | 42 | Nick Anderson | Pulaski County | 35 | Mark Dixon | Danville | J. T. Christopher Stadium | ||||
| 2021 | 4/9 | 4A | King George | 31 | Vern Lunsford | Louisa County | 15 | Will Patrick | King George | |||||
| 2021 | 4/9 | 4A | Broad Run | 53 | Matt Griffis | Kettle Run | 28 | Charlie Porterfield | Nokesville | |||||
| 2021 | 4/9 | 4A | Churchland | 38 | Dontrell Leonard | Warhill | 12 | Jerome Rhodes | Portsmouth | |||||
| 2021 | 4/9 | 4A | Tuscarora | 56 | Brandon Wheelbarger | Handley | 0 | Daniel Jones | Leesburg | Fortune Field | ||||
| 2021 | 4/9 | 4A | Salem | 24 | Don Holter | Amherst County | 7 | Bob Christmas | Salem | Salem Stadium | ||||
| 2021 | 4/10 | 4A | Monacan | 28 | Jim Henderson | Patrick Henry Ashland | 19 | Ken Wakefield | North Chesterfield | |||||
| 2021 | 4/10 | 4A | Lake Taylor | 40 | Hank Sawyer | Warwick | 0 | Corey Hairston | Norfolk | |||||
| 2021 | 4/16 | 4A | Lake Taylor | 28 | Hank Sawyer | Churchland | 18 | Dontrell Leonard | Norfolk | |||||
| 2021 | 4/16 | 4A | King George | 28 | Vern Lunsford | Monacan | 21 | Jim Henderson | North Chesterfield | |||||
| 2021 | 4/16 | 4A | Salem | 35 | Don Holter | G. W. Danville | 21 | Nick Anderson | Salem | Salem Stadium | ||||
| 2021 | 4/16 | 4A | Tuscarora | 21 | Brandon Wheelbarger | Broad Run | 13 | Matt Griffis | Leesburg | Fortune Field | ||||
| 2021 | 4/24 | 4A | Salem | 21 | Don Holter | Tuscarora | 14 | Brandon Wheelbarger | Salem | Salem Stadium | ||||
| 2021 | 4/24 | 4A | Lake Taylor | 44 | Hank Sawyer | King George | 29 | Vern Lunsford | Norfolk | |||||
| 2021 | 5/1 | 4A | Salem | 28 | Don Holter | Lake Taylor | 20 | Hank Sawyer | Norfolk | |||||
| 517 | 252 | |||||||||||||
| 34.47 | 16.80 | |||||||||||||