| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1957 | 10/24 | Smithville | 18 | 0 | W | 1 | Away | Smithville | Wes Crile | ||||||
| 1958 | 10/24 | Smithville | 0 | 26 | L | 1 | Home | Smithville | Wes Crile | Highland Home game | |||||
| 1959 | 10/29 | Smithville | 18 | 20 | L | 1 | Away | Smithville | Bill Horn | ||||||
| 1960 | 10/27 | Smithville | 24 | 20 | W | 1 | Home | Medina | Al Harmon | ||||||
| 1961 | 10/27 | Smithville | 16 | 42 | L | 1 | Away | Smithville | Dave Beckman | ||||||
| 1962 | 10/26 | Smithville | 20 | 32 | L | 1 | Home | Medina | Dave Beckman | ||||||
| 1963 | 9/6 | Smithville | 32 | 16 | W | 1 | Away | Smithville | Dave Beckman | ||||||
| 1964 | 10/30 | Smithville | 34 | 18 | W | 1 | Home | Medina | Dave Beckman | ||||||
| 1965 | 10/29 | Smithville | 7 | 26 | L | 1 | Away | Smithville | Jim Wagner | ||||||
| 1966 | 9/9 | Smithville | 30 | 14 | W | 1 | Home | Medina | Phil Hahn | ||||||
| 1967 | 9/8 | Smithville | 28 | 6 | W | 1 | Away | Smithville | Phil Hahn | ||||||
| 227 | 220 | 6 | 5 | 0 | .545 | ||||||||||
| 20.64 | 20.00 | 0.64 |