| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Place | Location | Field | Coach | Notes | |
| 1925 | 11/11 | Paintsville | 0 | 7 | L | 1 | Home | Pikeville | John Truitt | Mountain Devils | |||||
| 1925 | 11/26 | Paintsville | 20 | 19 | W | 1 | Away | Paintsville | Riverside Park | John Truitt | |||||
| 1927 | 10/1 | Paintsville | 3 | 29 | L | 1 | Away | Paintsville | John Hinds | ||||||
| 1928 | 10/20 | Paintsville | 0 | 26 | L | 1 | Home | Pikeville | John Hinds | ||||||
| 1930 | 10/24 | Paintsville | 6 | 6 | T | 1 | Away | Paintsville | Wayne Replogle | ||||||
| 1931 | 10/2 | Paintsville | 30 | 0 | W | 1 | Home | Pikeville | Park Diamond | Bill Cartwright | Conkwright | ||||
| 1932 | 10/8 | Paintsville | 0 | 19 | L | 1 | Away | Paintsville | Bill Cartwright | ||||||
| 1933 | 10/28 | Paintsville | 8 | 0 | W | 1 | Home | Pikeville | Park Diamond | Chuck Hatcher | |||||
| 1934 | 10/20 | Paintsville | 7 | 0 | W | 1 | Home | Pikeville | Pikeville Athletic Field | Chuck Hatcher | |||||
| 1935 | 10/19 | Paintsville | 25 | 7 | W | 1 | Away | Paintsville | Chuck Hatcher | ||||||
| 1936 | 10/17 | Paintsville | 13 | 6 | W | 1 | Home | Pikeville | Chuck Hatcher | ||||||
| 1937 | 10/30 | Paintsville | 17 | 21 | L | 1 | Away | Paintsville | Chuck Hatcher | ||||||
| 1938 | 11/18 | Paintsville | 0 | 0 | T | 1 | Home | Pikeville | Fiddler Field | Chuck Hatcher | |||||
| 1939 | 11/10 | Paintsville | 7 | 6 | W | 1 | Away | Paintsville | Chuck Hatcher | ||||||
| 1940 | 11/8 | Paintsville | 13 | 6 | W | 1 | Home | Pikeville | Fiddler Field | Chuck Hatcher | |||||
| 1941 | 11/14 | Paintsville | 26 | 7 | W | 1 | Away | Paintsville | Chuck Hatcher | ||||||
| 1942 | 10/2 | Paintsville | 14 | 6 | W | 1 | Home | Pikeville | Fiddler Field | Chuck Hatcher | |||||
| 1943 | 11/6 | Paintsville | 6 | 6 | T | 1 | Away | Paintsville | Chuck Hatcher | ||||||
| 1944 | 11/3 | Paintsville | 19 | 25 | L | 1 | Home | Pikeville | Fiddler Field | Follace Fields | |||||
| 1945 | 10/5 | Paintsville | 6 | 19 | L | 1 | Away | Paintsville | Charles Jones | ||||||
| 1946 | 11/1 | Paintsville | 6 | 7 | L | 1 | Home | Pikeville | Fiddler Field | Sully Jacobs | |||||
| 1947 | 10/31 | Paintsville | 19 | 20 | L | 1 | Away | Paintsville | Memorial Field | Sully Jacobs | |||||
| 1948 | 10/29 | Paintsville | 41 | 0 | W | 1 | Home | Pikeville | Andy Lorenizson | ||||||
| 1949 | 10/28 | Paintsville | 7 | 0 | W | 1 | Away | Paintsville | Memorial Field | Andy Lorenizson | |||||
| 1950 | 10/27 | Paintsville | 13 | 52 | L | 1 | Home | Pikeville | Clayton Powers | ||||||
| 1951 | 10/26 | Paintsville | 14 | 12 | W | 1 | Away | Paintsville | Memorial Field | Clayton Powers | |||||
| 1952 | 10/24 | Paintsville | 13 | 6 | W | 1 | Home | Pikeville | Clayton Powers | ||||||
| 1953 | 10/22 | Paintsville | 12 | 6 | W | 1 | Away | Paintsville | Memorial Field | Clayton Powers | |||||
| 1954 | 10/22 | Paintsville | 0 | 6 | L | 1 | Home | Pikeville | Clayton Powers | ||||||
| 1955 | 10/21 | Paintsville | 40 | 0 | W | 1 | Away | Paintsville | Memorial Field | Clayton Powers | |||||
| 1956 | 10/19 | Paintsville | 12 | 7 | W | 1 | Home | Pikeville | Bobbie Phillips | ||||||
| 1957 | 10/18 | Paintsville | 0 | 40 | L | 1 | Away | Paintsville | Memorial Field | Paul Butcher | |||||
| 1958 | 10/17 | Paintsville | 7 | 21 | L | 1 | Home | Pikeville | Charley Deaton | ||||||
| 1959 | 10/16 | Paintsville | 6 | 32 | L | 1 | Away | Paintsville | Memorial Field | Charley Deaton | |||||
| 1960 | 10/14 | Paintsville | 13 | 27 | L | 1 | Home | Pikeville | Charley Deaton | ||||||
| 1961 | 10/13 | Paintsville | 21 | 12 | W | 1 | Away | Paintsville | Memorial Field | Gene Davis | |||||
| 1962 | 10/12 | Paintsville | 6 | 12 | L | 1 | Home | Pikeville | Gene Davis | ||||||
| 1963 | 10/11 | Paintsville | 0 | 20 | L | 1 | Away | Paintsville | Memorial Field | Gene Davis | |||||
| 1964 | 10/9 | Paintsville | 21 | 6 | W | 1 | Home | Pikeville | Gene Davis | ||||||
| 1965 | 10/9 | Paintsville | 7 | 32 | L | 1 | Away | Paintsville | Memorial Field | Gene Davis | |||||
| 1966 | 10/7 | Paintsville | 6 | 20 | L | 1 | Home | Pikeville | Gene Davis | ||||||
| 1967 | 10/6 | Paintsville | 0 | 26 | L | 1 | Away | Paintsville | Memorial Field | Gene Davis | |||||
| 1968 | 10/11 | Paintsville | 12 | 35 | L | 1 | Home | Pikeville | Hal Lockhart | ||||||
| 1969 | 10/10 | Paintsville | 0 | 6 | L | 1 | Away | Paintsville | Memorial Field | Edgar Vanhoose | |||||
| 1970 | 10/9 | Paintsville | 8 | 18 | L | 1 | Home | Pikeville | Edgar Vanhoose | ||||||
| 1971 | 10/8 | Paintsville | 7 | 38 | L | 1 | Away | Paintsville | Memorial Field | Edgar Vanhoose | |||||
| 1972 | 10/6 | Paintsville | 29 | 6 | W | 1 | Home | Pikeville | Hillard Howard | ||||||
| 1973 | 10/5 | Paintsville | 6 | 13 | L | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1974 | 10/11 | Paintsville | 6 | 19 | L | 1 | Home | Pikeville | Hillard Howard | ||||||
| 1975 | 10/10 | Paintsville | 36 | 6 | W | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1976 | 10/8 | Paintsville | 0 | 13 | L | 1 | Home | Pikeville | Hillard Howard | ||||||
| 1977 | 10/7 | Paintsville | 0 | 7 | L | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1981 | 10/16 | Paintsville | 27 | 14 | W | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1982 | 10/15 | Paintsville | 0 | 17 | L | 1 | Home | Pikeville | Pikeville Athletic Field | Hillard Howard | |||||
| 1983 | 10/14 | Paintsville | 36 | 18 | W | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1984 | 10/12 | Paintsville | 38 | 12 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Hillard Howard | |||||
| 1985 | 10/18 | Paintsville | 21 | 48 | L | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1986 | 10/17 | Paintsville | 14 | 7 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Hillard Howard | |||||
| 1987 | 10/16 | Paintsville | 59 | 0 | W | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1988 | 10/13 | Paintsville | 22 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Hillard Howard | |||||
| 1989 | 10/12 | Paintsville | 12 | 0 | W | 1 | Away | Paintsville | Memorial Field | Hillard Howard | |||||
| 1990 | 10/11 | Paintsville | 27 | 14 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Bill Allara | |||||
| 1995 | 10/20 | Paintsville | 48 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Hillard Howard | |||||
| 1996 | 10/25 | Paintsville | 35 | 20 | W | 1 | Away | Paintsville | Memorial Field | Royce Mayo | |||||
| 1999 | 10/29 | Paintsville | 49 | 11 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | John Chapman | |||||
| 1999 | 11/12 | Paintsville | 41 | 15 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | John Chapman | playoff at Pikeville | ||||
| 2000 | 10/27 | Paintsville | 27 | 8 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2000 | 11/17 | Paintsville | 22 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2001 | 10/26 | Paintsville | 6 | 28 | L | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2002 | 11/1 | Paintsville | 35 | 20 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2003 | 10/31 | Paintsville | 41 | 6 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2004 | 10/29 | Paintsville | 50 | 15 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2005 | 10/28 | Paintsville | 20 | 14 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Mike Jackson | |||||
| 2006 | 10/27 | Paintsville | 33 | 12 | W | 1 | Away | Paintsville | Memorial Field | Mike Jackson | |||||
| 2007 | 10/19 | Paintsville | 20 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Mike Jackson | |||||
| 2007 | 11/16 | Paintsville | 55 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Mike Jackson | playoff at Pikeville | ||||
| 2008 | 10/24 | Paintsville | 22 | 12 | W | 1 | Away | Paintsville | Memorial Field | Mike Copley | |||||
| 2009 | 10/23 | Paintsville | 56 | 6 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Ben Howard | |||||
| 2010 | 10/22 | Paintsville | 52 | 3 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2011 | 11/4 | Paintsville | 62 | 8 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2012 | 11/2 | Paintsville | 63 | 24 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2013 | 9/6 | Paintsville | 28 | 21 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2014 | 9/5 | Paintsville | 62 | 8 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2014 | 11/14 | Paintsville | 6 | 30 | L | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2015 | 9/4 | Paintsville | 22 | 23 | L | 1 | 1OT | Away | Paintsville | Memorial Field | Chris McNamee | ||||
| 2015 | 11/27 | Paintsville | 42 | 23 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | playoff at Paintsville | ||||
| 2016 | 9/2 | Paintsville | 28 | 40 | L | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2017 | 9/8 | Paintsville | 0 | 28 | L | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2018 | 9/7 | Paintsville | 36 | 13 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2019 | 9/6 | Paintsville | 9 | 8 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2019 | 12/6 | Paintsville | 43 | 0 | W | 1 | Neutral | Lexington | Kroger Field | Chris McNamee | championship at Lexington | ||||
| 2021 | 8/20 | Paintsville | 43 | 21 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2022 | 9/2 | Paintsville | 36 | 0 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2022 | 11/18 | Paintsville | 43 | 7 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2023 | 10/13 | Paintsville | 46 | 7 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2024 | 10/18 | Paintsville | 41 | 0 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2024 | 11/15 | Paintsville | 42 | 14 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | playoff at Pikeville | ||||
| 2025 | 10/17 | Paintsville | 38 | 0 | W | 1 | Home | Pikeville | W. C. Hambley Athletic Complex | Chris McNamee | |||||
| 2026 | 10/16 | Paintsville | 42 | 6 | W | 1 | Away | Paintsville | Memorial Field | Chris McNamee | |||||
| 2,188 | 1,321 | 61 | 35 | 3 | .631 | ||||||||||
| 22.10 | 13.34 | 8.76 |