| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1910 | 10/22 | Ashland | 6 | 24 | L | 1 | |||||||||
| 1910 | 10/29 | Ashland | 46 | 0 | W | 1 | Home | Chester | |||||||
| 1914 | 10/29 | Ashland | 37 | 6 | W | 1 | Home | Chester | Rube Fuqua | ||||||
| 1922 | 43393 | Ashland | 13 | 0 | W | 1 | |||||||||
| 1922 | 11/10 | Ashland | 6 | 0 | W | 1 | |||||||||
| 1923 | 10/11 | Ashland | 0 | 6 | L | 1 | T. J. Taylor | ||||||||
| 1923 | 11/2 | Ashland | 6 | 14 | L | 1 | T. J. Taylor | ||||||||
| 1926 | 11/11 | Ashland | 6 | 7 | L | 1 | Away | Ashland | Tubby Booker | double check points | |||||
| 1926 | 11/24 | Ashland | 20 | 0 | W | 1 | Home | Chester | Tubby Booker | ||||||
| 1928 | 11/2 | Ashland | W | 1 | Home | Chester | Chunky Galvin | ||||||||
| 1929 | 10/25 | Ashland | 19 | 0 | W | 1 | Ed Justis | ||||||||
| 1937 | 11/12 | Henry Clay | 14 | 0 | W | 1 | Home | Chester | Clifford Kern | ||||||
| 1947 | 11/7 | Henry Clay | 0 | 6 | L | 1 | Home | Chester | Howard Hollingsworth | ||||||
| 1948 | 11/5 | Henry Clay | 6 | 13 | L | 1 | Away | Ashland | John Pellack | ||||||
| 1949 | 10/21 | Henry Clay | 32 | 6 | W | 1 | Away | Ashland | John Pellack | ||||||
| 1950 | 10/20 | Henry Clay | 25 | 0 | W | 1 | Away | Ashland | John Pellack | ||||||
| 1951 | 10/19 | Henry Clay | 38 | 0 | W | 1 | Home | Chester | John Pellack | ||||||
| 1952 | 10/17 | Henry Clay | 33 | 0 | W | 1 | Away | Ashland | Ed Karpus | ||||||
| 1953 | 10/16 | Henry Clay | 57 | 6 | W | 1 | Home | Chester | Ed Karpus | ||||||
| 1966 | 10/14 | Patrick Henry Ashland | 45 | 6 | W | 1 | Away | Ashland | Ed Karpus | ||||||
| 1967 | 10/13 | Patrick Henry Ashland | 42 | 7 | W | 1 | Home | Chester | Ed Karpus | ||||||
| 1968 | 10/18 | Patrick Henry Ashland | 22 | 7 | W | 1 | Away | Ashland | Ed Karpus | ||||||
| 1969 | 10/10 | Patrick Henry Ashland | 18 | 6 | W | 1 | Away | Ashland | Ed Karpus | ||||||
| 2023 | 10/20 | Patrick Henry Ashland | 28 | 17 | W | 1 | Away | Ashland | Kevin Tucker | ||||||
| 2024 | 10/25 | Patrick Henry Ashland | 21 | 7 | W | 1 | Home | Chester | J. Wilson Crump Stadium | Kevin Tucker | |||||
| 2025 | 10/24 | Patrick Henry Ashland | 48 | 0 | W | 1 | Away | Ashland | Kevin Tucker | ||||||
| 2026 | 10/22 | Patrick Henry Ashland | Home | Chester | J. Wilson Crump Stadium | Kevin Tucker | |||||||||
| 588 | 138 | 20 | 6 | 0 | .769 | ||||||||||
| 23.52 | 5.52 | 18.00 |