| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1960 | 11/18 | Lynch | 14 | 34 | L | 1 | Away | Lynch | Walter Brugh | playoff at Lynch | |||||
| 1966 | 11/12 | Pineville | 7 | 19 | L | 1 | Away | Pineville | Samuels Field | Walter Brugh | playoff at Pineville | ||||
| 1969 | 11/15 | Lynch | 0 | 14 | L | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1971 | 11/12 | Lynch | 0 | 33 | L | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1976 | 11/12 | Lynch | 41 | 0 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1976 | 11/19 | Bellevue | 16 | 17 | L | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1977 | 11/16 | Pineville | 6 | 8 | L | 1 | Away | Pineville | Samuels Field | Walter Brugh | playoff at Pineville | ||||
| 1978 | 11/10 | Pineville | 27 | 0 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1978 | 11/17 | Beechwood | 7 | 0 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1978 | 11/24 | Fort Campbell | 13 | 15 | L | 1 | Neutral | Richmond | Hanger Field | Walter Brugh | championship at Richmond | ||||
| 1979 | 11/3 | Elkhorn City | 22 | 0 | W | 1 | Away | Elkhorn City | Walter Brugh | playoff at Elkhorn City | |||||
| 1979 | 11/9 | Harlan | 16 | 0 | W | 1 | Away | Harlan | Walter Brugh | playoff at Harlan | |||||
| 1979 | 11/16 | Bellevue | 0 | 7 | L | 1 | Away | Bellevue | Gilligan Stadium | Walter Brugh | playoff at Bellevue | ||||
| 1980 | 11/7 | Fleming-Neon | 21 | 14 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1980 | 11/14 | Cumberland | 31 | 7 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1980 | 11/21 | Bellevue | 21 | 46 | L | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1982 | 11/5 | Jenkins | 28 | 8 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1982 | 11/12 | Cumberland | 6 | 20 | L | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1985 | 11/8 | Elkhorn City | 27 | 12 | W | 1 | Away | Elkhorn City | Walter Brugh | playoff at Elkhorn City | |||||
| 1985 | 11/15 | Cumberland | 35 | 8 | W | 1 | Away | Cumberland | Walter Brugh | playoff at Cumberland | |||||
| 1985 | 11/22 | Beechwood | 19 | 14 | W | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1985 | 11/29 | Crittendon County | 6 | 14 | L | 1 | Neutral | Louisville | Cardinal Stadium | Walter Brugh | championship at Louisville | ||||
| 1989 | 11/10 | Bellevue | 49 | 16 | W | 1 | Home | Paintsville | Memorial Field | Walter Brugh | playoff at Paintsville | ||||
| 1989 | 11/18 | Beechwood | 19 | 20 | L | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1990 | 11/9 | Beechwood | 8 | 37 | L | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1991 | 11/8 | Beechwood | 12 | 54 | L | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1992 | 11/6 | Beechwood | 8 | 45 | L | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1993 | 11/5 | Beechwood | 20 | 41 | L | 1 | Away | Fort Mitchell | Walter Brugh | playoff at Fort Mitchell | |||||
| 1994 | 11/4 | Newport Central Catholic | 8 | 48 | L | 1 | Away | Newport | Walter Brugh | playoff at Newport | |||||
| 1995 | 11/3 | Bellevue | 13 | 20 | L | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 1997 | 11/7 | Ludlow | 13 | 18 | L | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 1998 | 11/6 | Newport Central Catholic | 49 | 20 | W | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 1998 | 11/13 | Beechwood | 8 | 39 | L | 1 | Away | Fort Mitchell | David Lemaster | playoff at Fort Mitchell | |||||
| 1999 | 11/5 | Williamsburg | 61 | 6 | W | 1 | Away | Williamsburg | David Lemaster | playoff at Williamsburg | |||||
| 1999 | 11/12 | Pikeville | 15 | 41 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | David Lemaster | playoff at Pikeville | ||||
| 2000 | 11/3 | Cumberland | 70 | 8 | W | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 2000 | 11/10 | Hazard | 38 | 6 | W | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 2000 | 11/17 | Pikeville | 0 | 22 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | David Lemaster | playoff at Pikeville | ||||
| 2001 | 11/2 | Cumberland | 61 | 22 | W | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 2001 | 11/9 | Middlesboro | 28 | 23 | W | 1 | Away | Middlesboro | Bradner Stadium | David Lemaster | playoff at Middlesboro | ||||
| 2001 | 11/16 | Fleming-Neon | 50 | 28 | W | 1 | Away | Fleming | David Lemaster | playoff at Fleming | |||||
| 2001 | 11/23 | Newport Central Catholic | 8 | 59 | L | 1 | Away | Newport | David Lemaster | playoff at Newport | |||||
| 2002 | 11/8 | Cumberland | 40 | 14 | W | 1 | Home | Paintsville | Memorial Field | David Lemaster | playoff at Paintsville | ||||
| 2002 | 11/15 | Middlesboro | 8 | 35 | L | 1 | Away | Middlesboro | Bradner Stadium | David Lemaster | playoff at Middlesboro | ||||
| 2003 | 11/7 | Somerset | 6 | 62 | L | 1 | Away | Somerset | William Clark Field | David Lemaster | playoff at Somerset | ||||
| 2004 | 11/5 | Harlan | 26 | 50 | L | 1 | Away | Harlan | David Lemaster | playoff at Harlan | |||||
| 2005 | 11/4 | Evarts | 71 | 40 | W | 1 | Home | Paintsville | Memorial Field | Bill Runyon | playoff at Paintsville | ||||
| 2005 | 11/11 | Lynn Camp | 28 | 27 | W | 1 | Home | Paintsville | Memorial Field | Bill Runyon | playoff at Paintsville | ||||
| 2005 | 11/18 | Somerset | 12 | 26 | L | 1 | Away | Somerset | William Clark Field | Bill Runyon | playoff at Somerset | ||||
| 2006 | 11/3 | Hazard | 21 | 27 | L | 1 | 1OT | Away | Hazard | Daniel Field | James Allen | playoff at Hazard | |||
| 2007 | 11/9 | South Floyd | 36 | 14 | W | 1 | Home | Paintsville | Memorial Field | James Allen | playoff at Paintsville | ||||
| 2007 | 11/16 | Pikeville | 0 | 55 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | James Allen | playoff at Pikeville | ||||
| 2008 | 11/14 | Pineville | 14 | 11 | W | 1 | Home | Paintsville | Memorial Field | Jason Kinner | playoff at Paintsville | ||||
| 2008 | 11/21 | Hazard | 14 | 56 | L | 1 | Away | Hazard | Daniel Field | Jason Kinner | playoff at Hazard | ||||
| 2009 | 11/6 | Harlan | 7 | 28 | L | 1 | Away | Harlan | Jason Kinner | playoff at Harlan | |||||
| 2010 | 11/5 | Harlan | 6 | 46 | L | 1 | Away | Harlan | Jason Kinner | playoff at Harlan | |||||
| 2011 | 11/3 | Pikeville | 8 | 62 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | Jason Kinner | playoff at Pikeville | ||||
| 2012 | 11/2 | Pikeville | 24 | 63 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | Bill Runyon | playoff at Pikeville | ||||
| 2013 | 11/8 | South Floyd | 61 | 20 | W | 1 | Away | Hi Hat | Joe Chirico | playoff at Hi Hat | |||||
| 2013 | 11/15 | Raceland | 12 | 42 | L | 1 | Away | Raceland | Ram Stadium | Joe Chirico | playoff at Raceland | ||||
| 2014 | 11/7 | Allen Central | 41 | 8 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2014 | 11/14 | Pikeville | 30 | 6 | W | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | Joe Chirico | playoff at Pikeville | ||||
| 2014 | 11/21 | Raceland | 21 | 32 | L | 1 | Away | Raceland | Ram Stadium | Joe Chirico | playoff at Raceland | ||||
| 2015 | 11/6 | Bracken County | 50 | 24 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2015 | 11/13 | Raceland | 20 | 15 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2015 | 11/20 | Paris | 48 | 28 | W | 1 | Away | Paris | Joe Chirico | playoff at Paris | |||||
| 2015 | 11/27 | Pikeville | 23 | 42 | L | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2016 | 11/4 | Paris | 59 | 7 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2016 | 11/11 | Fairview | 49 | 14 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2016 | 11/18 | Raceland | 21 | 14 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2016 | 11/25 | Hazard | 7 | 20 | L | 1 | Away | Hazard | Daniel Field | Joe Chirico | playoff at Hazard | ||||
| 2017 | 11/2 | Nicholas County | 41 | 21 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2017 | 11/10 | Bracken County | 43 | 0 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2017 | 11/17 | Raceland | 14 | 31 | L | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2018 | 11/2 | Bracken County | 39 | 6 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2018 | 11/9 | Nicholas County | 42 | 18 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2018 | 11/16 | Raceland | 7 | 14 | L | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2019 | 11/7 | Fairview | 67 | 0 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2019 | 11/15 | Raceland | 32 | 18 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2019 | 11/22 | Williamsburg | 36 | 34 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2019 | 11/29 | Kentucky County Day | 44 | 20 | W | 1 | Away | Louisville | Joe Chirico | playoff at Louisville | |||||
| 2019 | 12/6 | Pikeville | 0 | 43 | L | 1 | Neutral | Lexington | Kroger Field | Joe Chirico | championship at Lexington | ||||
| 2020 | 11/20 | Betsy Layne | 55 | 8 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2020 | 11/27 | Raceland | 28 | 21 | W | 1 | 1OT | Away | Raceland | Ram Stadium | Joe Chirico | playoff at Raceland | |||
| 2020 | 12/4 | Hazard | 39 | 7 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2020 | 12/11 | Newport Central Catholic | 21 | 7 | W | 1 | Home | Paintsville | Memorial Field | Joe Chirico | playoff at Paintsville | ||||
| 2020 | 12/18 | Kentucky County Day | 38 | 7 | W | 1 | Neutral | Lexington | Kroger Field | Joe Chirico | championship at Lexington | ||||
| 2021 | 11/5 | Betsy Layne | 64 | 22 | W | 1 | Home | Paintsville | Memorial Field | Trevor Hoskins | playoff at Paintsville | ||||
| 2021 | 11/12 | Raceland | 14 | 28 | L | 1 | Away | Raceland | Ram Stadium | Trevor Hoskins | playoff at Raceland | ||||
| 2022 | 11/4 | Bracken County | 36 | 14 | W | 1 | Home | Paintsville | Memorial Field | Trevor Hoskins | playoff at Paintsville | ||||
| 2022 | 11/11 | Bishop Brossart | 42 | 16 | W | 1 | Away | Alexandria | Trevor Hoskins | playoff at Alexandria | |||||
| 2022 | 11/18 | Pikeville | 7 | 43 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | Trevor Hoskins | playoff at Pikeville | ||||
| 2023 | 11/3 | Pineville | 55 | 14 | W | 1 | Home | Paintsville | Memorial Field | Trevor Hoskins | playoff at Paintsville | ||||
| 2023 | 11/10 | Middlesboro | 14 | 40 | L | 1 | Away | Middlesboro | Bradner Stadium | Trevor Hoskins | playoff at Middlesboro | ||||
| 2024 | 11/8 | Middlesboro | 32 | 19 | W | 1 | Away | Middlesboro | Bradner Stadium | Trevor Hoskins | playoff at Middlesboro | ||||
| 2024 | 11/15 | Pikeville | 14 | 42 | L | 1 | Away | Pikeville | W. C. Hambley Athletic Complex | Trevor Hoskins | playoff at Pikeville | ||||
| 2025 | 11/8 | Williamsburg | 8 | 24 | L | 1 | Away | Williamsburg | Finley Legion Field | Brian Melvin | playoff at Williamsburg | ||||
| 2,496 | 2,268 | 51 | 46 | 0 | .526 | ||||||||||
| 25.73 | 23.38 | 2.35 |