| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes |
| 1926 | 10/22 | Frankfort | 9 | 0 | W | 1 | Home | Middlesboro | East End Park | John Kilpatrick | ||||
| 1945 | 11/22 | Frankfort | 7 | 18 | L | 1 | Neutral | Lexington | Stoll Field | Warren Campbell | Shrine Charity Grid Classic | |||
| 2009 | 9/25 | Frankfort | 14 | 35 | L | 1 | Home | Middlesboro | Bradner Stadium | Ken Roark | ||||
| 2010 | 9/24 | Frankfort | 27 | 48 | L | 1 | Away | Frankfort | Sower Field | Randy Frazier | ||||
| 57 | 101 | 1 | 3 | 0 | .250 | |||||||||
| 14.25 | 25.25 | -11.00 |