| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1921 | 10/15 | Harlan | 0 | 14 | L | 1 | Away | Harlan | James Hupp | ||||||
| 1921 | 11/12 | Harlan | 12 | 18 | L | 1 | Home | Middlesboro | East End Park | James Hupp | |||||
| 1922 | 10/7 | Harlan | 12 | 13 | L | 1 | Away | Harlan | Georgetown Field | R. F. Porter | |||||
| 1922 | 10/27 | Harlan | 6 | 0 | W | 1 | Home | Middlesboro | East End Park | R. F. Porter | Harlan walked off the field in 2nd Q | ||||
| 1923 | 10/19 | Harlan | 10 | 0 | W | 1 | Away | Harlan | Georgetown Field | John Kilpatrick | |||||
| 1925 | 10/24 | Harlan | 12 | 0 | W | 1 | Home | Middlesboro | East End Park | John Kilpatrick | |||||
| 1928 | 11/17 | Harlan | 0 | 7 | L | 1 | Home | Middlesboro | East End Park | Case Thomasson | |||||
| 1929 | 11/29 | Harlan | 13 | 6 | W | 1 | Away | Harlan | Georgetown Field | Case Thomasson | |||||
| 1930 | 11/29 | Harlan | 6 | 6 | T | 1 | Home | Middlesboro | East End Park | Case Thomasson | |||||
| 1933 | 11/18 | Harlan | 0 | 0 | T | 1 | Away | Harlan | Georgetown Field | Case Thomasson | |||||
| 1934 | 9/29 | Harlan | 15 | 0 | W | 1 | Home | Middlesboro | East End Park | Case Thomasson | |||||
| 1935 | 10/18 | Harlan | 20 | 6 | W | 1 | Away | Harlan | Georgetown Field | Case Thomasson | |||||
| 1936 | 10/24 | Harlan | 7 | 7 | T | 1 | Away | Harlan | Georgetown Field | Case Thomasson | |||||
| 1947 | 9/5 | Harlan | 37 | 0 | W | 1 | Away | Harlan | Georgetown Field | Warren Campbell | |||||
| 1948 | 9/3 | Harlan | 13 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Warren Campbell | |||||
| 1949 | 11/11 | Harlan | 9 | 7 | W | 1 | Away | Harlan | Georgetown Field | Warren Campbell | |||||
| 1950 | 11/10 | Harlan | 0 | 13 | L | 1 | Home | Middlesboro | Bradner Stadium | Warren Campbell | |||||
| 1951 | 11/9 | Harlan | 32 | 6 | W | 1 | Away | Harlan | Georgetown Field | Warren Campbell | |||||
| 1952 | 11/7 | Harlan | 47 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Warren Campbell | |||||
| 1953 | 11/6 | Harlan | 13 | 25 | L | 1 | Away | Harlan | Huff Field | Warren Campbell | |||||
| 1954 | 11/5 | Harlan | 15 | 32 | L | 1 | Home | Middlesboro | Bradner Stadium | Warren Campbell | |||||
| 1955 | 11/4 | Harlan | 6 | 33 | L | 1 | Away | Harlan | Huff Field | Moody Taylor | |||||
| 1956 | 11/2 | Harlan | 21 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Walt Green | |||||
| 1957 | 11/4 | Harlan | 6 | 20 | L | 1 | Away | Harlan | Huff Field | Dave Hurst | postponed from 11-2 | ||||
| 1958 | 10/31 | Harlan | 27 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Dave Hurst | |||||
| 1959 | 10/30 | Harlan | 13 | 12 | W | 1 | Away | Harlan | Huff Field | Dave Hurst | |||||
| 1960 | 10/28 | Harlan | 7 | 14 | L | 1 | Home | Middlesboro | Bradner Stadium | Dave Hurst | |||||
| 1961 | 10/27 | Harlan | 6 | 13 | L | 1 | Away | Harlan | Huff Field | Lawrence Reed | |||||
| 1962 | 10/26 | Harlan | 20 | 14 | W | 1 | Home | Middlesboro | Bradner Stadium | Dave Hurst | |||||
| 1963 | 10/25 | Harlan | 14 | 30 | L | 1 | Away | Harlan | Huff Field | Walt Green | |||||
| 1964 | 10/23 | Harlan | 34 | 7 | W | 1 | Home | Middlesboro | Bradner Stadium | Walt Green | |||||
| 1965 | 10/22 | Harlan | 45 | 14 | W | 1 | Away | Harlan | Huff Field | Walt Green | |||||
| 1966 | 10/21 | Harlan | 27 | 20 | W | 1 | Home | Middlesboro | Bradner Stadium | Walt Green | |||||
| 1967 | 10/20 | Harlan | 31 | 18 | W | 1 | Away | Harlan | Huff Field | Walt Green | |||||
| 1968 | 10/25 | Harlan | 7 | 18 | L | 1 | Home | Middlesboro | Bradner Stadium | Bill Criscillis | |||||
| 1969 | 8/29 | Harlan | 6 | 7 | L | 1 | Away | Harlan | Huff Field | Tom Stapleton | |||||
| 1970 | 8/28 | Harlan | 34 | 12 | W | 1 | Home | Middlesboro | Bradner Stadium | Tom Stapleton | |||||
| 1971 | 8/27 | Harlan | 30 | 6 | W | 1 | Away | Harlan | Huff Field | Tom Stapleton | |||||
| 1972 | 8/25 | Harlan | 32 | 8 | W | 1 | Home | Middlesboro | Bradner Stadium | Tom Stapleton | |||||
| 1973 | 8/24 | Harlan | 39 | 12 | W | 1 | Away | Harlan | Huff Field | Tom Stapleton | |||||
| 1974 | 8/30 | Harlan | 12 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Tom Stapleton | |||||
| 1975 | 8/29 | Harlan | 26 | 0 | W | 1 | Away | Harlan | Huff Field | Tom Stapleton | |||||
| 1976 | 8/27 | Harlan | 30 | 7 | W | 1 | Home | Middlesboro | Bradner Stadium | Tom Stapleton | |||||
| 1984 | 10/5 | Harlan | 42 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Ed Vanhoose | |||||
| 1985 | 10/11 | Harlan | 20 | 14 | W | 1 | Away | Harlan | Roscoe Perkins | ||||||
| 1986 | 8/30 | Harlan | 27 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Roscoe Perkins | |||||
| 1987 | 8/28 | Harlan | 38 | 7 | W | 1 | Away | Harlan | Roscoe Perkins | ||||||
| 1995 | 10/27 | Harlan | 22 | 15 | W | 1 | Home | Middlesboro | Bradner Stadium | Ken Roark | |||||
| 1996 | 11/1 | Harlan | 21 | 28 | L | 1 | Away | Harlan | Ken Roark | ||||||
| 1997 | 10/3 | Harlan | 66 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Ken Roark | claim 500th win | 32 | |||
| 1998 | 10/2 | Harlan | 65 | 0 | W | 1 | Away | Harlan | Ken Roark | ||||||
| 2001 | 10/19 | Harlan | 48 | 6 | W | 1 | Away | Harlan | Ken Roark | ||||||
| 2002 | 10/25 | Harlan | 20 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Ken Roark | |||||
| 2005 | 10/14 | Harlan | 26 | 20 | W | 1 | Away | Harlan | Ken Roark | ||||||
| 2006 | 10/13 | Harlan | 35 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Ken Roark | |||||
| 2011 | 9/9 | Harlan | 42 | 48 | L | 1 | 1OT | Home | Middlesboro | Bradner Stadium | Randy Frazier | ||||
| 2012 | 9/7 | Harlan | 27 | 20 | W | 1 | Away | Harlan | Randy Frazier | ||||||
| 2013 | 9/20 | Harlan | 47 | 2 | W | 1 | Away | Harlan | Randy Frazier | ||||||
| 2014 | 9/19 | Harlan | 48 | 10 | W | 1 | Home | Middlesboro | Bradner Stadium | Zach Massengill | |||||
| 2015 | 9/25 | Harlan | 28 | 21 | W | 1 | Home | Middlesboro | Bradner Stadium | Zach Massengill | |||||
| 2016 | 9/23 | Harlan | 14 | 25 | L | 1 | Away | Harlan | Zach Massengill | ||||||
| 2017 | 9/8 | Harlan | 14 | 12 | W | 1 | Home | Middlesboro | Bradner Stadium | Zach Massengill | |||||
| 2018 | 9/7 | Harlan | 32 | 44 | L | 1 | Away | Harlan | Zach Massengill | ||||||
| 2019 | 9/13 | Harlan | 42 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Larry French | |||||
| 2020 | 9/11 | Harlan | 44 | 0 | W | 1 | Away | Harlan | Larry French | ||||||
| 2021 | 9/17 | Harlan | 44 | 6 | W | 1 | Away | Harlan | Larry French | ||||||
| 2022 | 9/16 | Harlan | 21 | 20 | W | 1 | Home | Middlesboro | Bradner Stadium | Larry French | |||||
| 2023 | 9/29 | Harlan | 40 | 24 | W | 1 | Away | Harlan | Larry French | ||||||
| 2024 | 10/4 | Harlan | 21 | 0 | W | 1 | Home | Middlesboro | Bradner Stadium | Larry French | |||||
| 2025 | 10/3 | Harlan | 58 | 2 | W | 1 | Away | Harlan | Larry French | ||||||
| 2025 | 11/7 | Harlan | 56 | 6 | W | 1 | Home | Middlesboro | Bradner Stadium | Larry French | playoff at Middlesboro | ||||
| 1,760 | 785 | 50 | 18 | 3 | .725 | ||||||||||
| 24.79 | 11.06 | 13.73 |