| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1968 | 10/18 | Woodrow Wilson | 20 | 51 | L | 1 | Home | Chesapeake | Carl Opauski | ||||||
| 1969 | 10/17 | Woodrow Wilson | 6 | 50 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Carl Opauski | |||||
| 1970 | 10/16 | Woodrow Wilson | 8 | 34 | L | 1 | Home | Chesapeake | Carl Opauski | ||||||
| 1971 | 10/15 | Woodrow Wilson | 20 | 52 | L | 1 | Away | Portsmouth | Carl Opauski | ||||||
| 1972 | 10/20 | Woodrow Wilson | 0 | 0 | T | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Carl Opauski | |||||
| 1973 | 10/19 | Woodrow Wilson | 6 | 22 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Carl Opauski | |||||
| 1974 | 10/18 | Woodrow Wilson | 0 | 0 | T | 1 | Home | Chesapeake | Carl Opauski | ||||||
| 1975 | 10/17 | Woodrow Wilson | 6 | 20 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Carl Opauski | |||||
| 1976 | 10/15 | Woodrow Wilson | 18 | 6 | W | 1 | Home | Chesapeake | Larry Creekmore | ||||||
| 1977 | 10/15 | Woodrow Wilson | 8 | 32 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Larry Creekmore | |||||
| 1978 | 10/13 | Woodrow Wilson | 6 | 21 | L | 1 | Home | Chesapeake | Larry Creekmore | ||||||
| 1979 | 10/19 | Woodrow Wilson | 0 | 7 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Larry Creekmore | |||||
| 1980 | 10/17 | Woodrow Wilson | 6 | 20 | L | 1 | Home | Chesapeake | Larry Creekmore | ||||||
| 1981 | 10/16 | Woodrow Wilson | 17 | 21 | L | 1 | Away | Portsmouth | Larry Creekmore | ||||||
| 1982 | 10/15 | Woodrow Wilson | 0 | 22 | L | 1 | Home | Chesapeake | Bill Mountjoy | ||||||
| 1983 | 10/14 | Woodrow Wilson | 6 | 12 | L | 1 | Away | Portsmouth | Bill Mountjoy | ||||||
| 1984 | 10/19 | Woodrow Wilson | 14 | 24 | L | 1 | Home | Chesapeake | Bill Mountjoy | ||||||
| 1985 | 10/18 | Woodrow Wilson | 6 | 9 | L | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Bill Mountjoy | |||||
| 1986 | 10/17 | Woodrow Wilson | 9 | 10 | L | 1 | Home | Chesapeake | Jim Garrett | ||||||
| 1987 | 10/16 | Woodrow Wilson | 0 | 28 | L | 1 | Away | Portsmouth | Jim Garrett | ||||||
| 1988 | 10/14 | Woodrow Wilson | 0 | 49 | L | 1 | Home | Chesapeake | Jim Garrett | ||||||
| 1988 | 11/11 | Woodrow Wilson | 10 | 18 | L | 1 | Neutral | Chesapeake | Indian River High | Jim Garrett | playoff at Chesapeake | ||||
| 1989 | 10/13 | Woodrow Wilson | 0 | 16 | L | 1 | Away | Portsmouth | Cradock High | Jim Garrett | |||||
| 1992 | 10/9 | Woodrow Wilson | 24 | 14 | W | 1 | Home | Chesapeake | Jerry Carter | ||||||
| 1993 | 9/17 | Woodrow Wilson | 28 | 0 | W | 1 | Home | Chesapeake | Jerry Carter | ||||||
| 1994 | 9/16 | Woodrow Wilson | 34 | 6 | W | 1 | Away | Portsmouth | Frank D. Lawrence Stadium | Jerry Carter | |||||
| 1995 | 9/15 | Woodrow Wilson | 42 | 0 | W | 1 | Home | Chesapeake | Jerry Carter | ||||||
| 1996 | 9/6 | Woodrow Wilson | 57 | 0 | W | 1 | Away | Portsmouth | Churchland High | Jerry Carter | |||||
| 1997 | 9/5 | Woodrow Wilson | 42 | 18 | W | 1 | Home | Chesapeake | David Cox | ||||||
| 1998 | 9/5 | Woodrow Wilson | 36 | 14 | W | 1 | Away | Portsmouth | Churchland High | David Cox | |||||
| 1999 | 9/3 | Woodrow Wilson | 24 | 0 | W | 1 | Home | Chesapeake | David Cox | ||||||
| 2000 | 8/31 | Woodrow Wilson | 76 | 0 | W | 1 | Away | Portsmouth | David Cox | ||||||
| 2001 | 9/14 | Woodrow Wilson | 55 | 0 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | David Cox | |||||
| 2002 | 9/13 | Woodrow Wilson | 27 | 19 | W | 1 | Away | Portsmouth | David Cox | ||||||
| 2003 | 9/13 | Woodrow Wilson | 49 | 6 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | David Cox | postponed | ||||
| 2015 | 9/11 | Woodrow Wilson | 14 | 6 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | Calvin Copeland | |||||
| 2016 | 9/9 | Woodrow Wilson | 27 | 6 | W | 1 | Away | Portsmouth | Calvin Copeland | ||||||
| 2017 | 9/8 | Woodrow Wilson | 33 | 0 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | Andre Twine | |||||
| 2018 | 9/7 | Woodrow Wilson | 29 | 8 | W | 1 | Away | Portsmouth | Andre Twine | ||||||
| 2019 | 9/13 | Woodrow Wilson | 56 | 10 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | Andre Twine | |||||
| 2021 | 9/2 | Manor | 33 | 8 | W | 1 | Away | Portsmouth | Andre Twine | ||||||
| 2022 | 9/1 | Manor | 38 | 0 | W | 1 | Home | Chesapeake | Nathan T. Hardee Stadium | Andre Twine | |||||
| 890 | 639 | 20 | 20 | 2 | .500 | ||||||||||
| 21.19 | 15.21 | 5.98 | |||||||||||||