| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1988 | 11/18 | 5A | Potomac | 27 | Bill Brown | North Stafford | 26 | John Iannucci | Dumfries | |||||
| 1988 | 11/18 | 5A | Huguenot | 21 | Richard McFee | Hopewell | 7 | Marshall Parker | Richmond | City Stadium | ||||
| 1988 | 11/18 | 5A | E. C. Glass | 37 | Bo Henson | Heritage Lynchburg | 0 | John Walker | Lynchburg | City Stadium | ||||
| 1988 | 11/18 | 5A | George Marshall | 27 | Mike Skinner | Thomas Jefferson STEM | 13 | Vaughn Lewis | Falls Church | Jimmie Miller Stadium | ||||
| 1988 | 11/18 | 5A | Woodrow Wilson | 18 | Darnell Moore | Deep Creek | 10 | Jim Garrett | Chesapeake | Indian River High School | ||||
| 1988 | 11/18 | 5A | I. C. Norcom | 20 | Joe Langston | Phoebus | 14 | Bill Dee | Newport News | Todd Stadium | ||||
| 1988 | 11/18 | 5A | Yorktown | 28 | Bruce Hanson | Robert E. Lee Springfield | 14 | Steve Sengatack | Springfield | |||||
| 1988 | 11/18 | 5A | Thomas Dale | 12 | Vic Williams | Colonial Heights | 8 | John Thomas | Chester | J. Wilson Crump Stadium | ||||
| 1988 | 11/25 | 5A | E. C. Glass | 21 | Bo Henson | Potomac | 3 | Bill Brown | Lynchburg | City Stadium | ||||
| 1988 | 11/25 | 5A | Yorktown | 26 | Bruce Hanson | George Marshall | 20 | Mike Skinner | Arlington | War Memorial Sadium | ||||
| 1988 | 11/25 | 5A | I. C. Norcom | 23 | Joe Langston | Woodrow Wilson | 22 | Darnell Moore | Portsmouth | |||||
| 1988 | 11/26 | 5A | Huguenot | 28 | Richard McFee | Thomas Dale | 6 | Vic Williams | Richmond | University of Richmond Stadium | ||||
| 1988 | 12/2 | 5A | E. C. Glass | 34 | Bo Henson | I. C. Norcom | 0 | Joe Langston | Lynchburg | City Stadium | ||||
| 1988 | 12/3 | 5A | Huguenot | 26 | Richard McFee | Yorktown | 13 | Bruce Hanson | Richmond | University of Richmond Stadium | ||||
| 1988 | 12/10 | 5A | E. C. Glass | 22 | Bo Henson | Huguenot | 7 | Richard McFee | Richmond | University of Richmond Stadium | ||||
| 370 | 163 | |||||||||||||
| 24.67 | 10.87 | |||||||||||||