| 2025 | Nov 8, 2025 | Kentucky 38, Florida 7 | Kroger Field · Lexington, KY |
| 2024 | Oct 19, 2024 | Florida 48, Kentucky 20 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2023 | Sep 30, 2023 | Kentucky 33, Florida 14 | Kroger Field · Lexington, KY |
| 2022 | Sep 10, 2022 | Kentucky 26, Florida 16 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2021 | Oct 2, 2021 | Kentucky 20, Florida 13 | Kroger Field · Lexington, KY |
| 2020 | Nov 28, 2020 | Florida 34, Kentucky 10 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2019 | Sep 14, 2019 | Florida 29, Kentucky 21 | Kroger Field · Lexington, KY |
| 2018 | Sep 8, 2018 | Kentucky 27, Florida 16 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2017 | Sep 23, 2017 | Florida 28, Kentucky 27 | Kroger Field · Lexington, KY |
| 2016 | Sep 10, 2016 | Florida 45, Kentucky 7 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2015 | Sep 19, 2015 | Florida 14, Kentucky 9 | Kroger Field · Lexington, KY |
| 2014 | Sep 13, 2014 | Florida 36, Kentucky 30 (3OT) (3OT) | Ben Hill Griffin Stadium · Gainesville, FL |
| 2013 | Sep 28, 2013 | Florida 24, Kentucky 7 | Kroger Field · Lexington, KY |
| 2012 | Sep 22, 2012 | Florida 38, Kentucky 0 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2011 | Sep 24, 2011 | Florida 48, Kentucky 10 | Kroger Field · Lexington, KY |
| 2010 | Sep 25, 2010 | Florida 48, Kentucky 14 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2009 | Sep 26, 2009 | Florida 41, Kentucky 7 | Kroger Field · Lexington, KY |
| 2008 | Oct 25, 2008 | Florida 63, Kentucky 5 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2007 | Oct 20, 2007 | Florida 45, Kentucky 37 | Kroger Field · Lexington, KY |
| 2006 | Sep 23, 2006 | Florida 26, Kentucky 7 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2005 | Sep 24, 2005 | Florida 49, Kentucky 28 | Kroger Field · Lexington, KY |
| 2004 | Sep 25, 2004 | Florida 20, Kentucky 3 | Ben Hill Griffin Stadium · Gainesville, FL |
| 2003 | Sep 27, 2003 | Florida 24, Kentucky 21 | Kroger Field · Lexington, KY |
| 2002 | Sep 28, 2002 | Florida 41, Kentucky 34 | – |
| 2001 | Sep 22, 2001 | Florida 44, Kentucky 10 | Kroger Field · Lexington, KY |
| 2000 | Sep 23, 2000 | Florida 59, Kentucky 31 | – |
| 1999 | Sep 25, 1999 | Florida 38, Kentucky 10 | – |
| 1998 | Sep 26, 1998 | Florida 51, Kentucky 35 | – |
| 1997 | Sep 27, 1997 | Florida 55, Kentucky 28 | – |
| 1996 | Sep 28, 1996 | Florida 65, Kentucky 0 | – |
| 1995 | Sep 9, 1995 | Florida 42, Kentucky 7 | – |
| 1994 | Sep 10, 1994 | Florida 73, Kentucky 7 | – |
| 1993 | Sep 11, 1993 | Florida 24, Kentucky 20 | – |
| 1992 | Sep 12, 1992 | Florida 35, Kentucky 19 | – |
| 1991 | Nov 16, 1991 | Florida 35, Kentucky 26 | – |
| 1990 | Nov 17, 1990 | Florida 47, Kentucky 15 | – |
| 1989 | Nov 18, 1989 | Florida 38, Kentucky 28 | – |
| 1988 | Nov 12, 1988 | Florida 24, Kentucky 19 | – |
| 1987 | Nov 14, 1987 | Florida 27, Kentucky 14 | – |
| 1986 | Nov 15, 1986 | Kentucky 10, Florida 3 | – |
| 1985 | Nov 16, 1985 | Florida 15, Kentucky 13 | – |
| 1984 | Nov 17, 1984 | Florida 25, Kentucky 17 | – |
| 1983 | Nov 12, 1983 | Florida 24, Kentucky 7 | – |
| 1982 | Nov 13, 1982 | Florida 39, Kentucky 13 | – |
| 1981 | Nov 14, 1981 | Florida 33, Kentucky 12 | – |
| 1980 | Nov 15, 1980 | Florida 17, Kentucky 15 | – |
| 1979 | Nov 17, 1979 | Kentucky 31, Florida 3 | – |
| 1978 | Nov 18, 1978 | Florida 18, Kentucky 16 | – |
| 1977 | Nov 12, 1977 | Kentucky 14, Florida 7 | – |
| 1976 | Nov 13, 1976 | Kentucky 28, Florida 9 | – |
| 1975 | Nov 15, 1975 | Florida 48, Kentucky 7 | – |
| 1974 | Nov 16, 1974 | Kentucky 41, Florida 24 | – |
| 1973 | Nov 17, 1973 | Florida 20, Kentucky 18 | – |
| 1972 | Nov 18, 1972 | Florida 40, Kentucky 0 | – |
| 1971 | Nov 13, 1971 | Florida 35, Kentucky 24 | – |
| 1970 | Nov 14, 1970 | Florida 24, Kentucky 13 | – |
| 1969 | Nov 15, 1969 | Florida 31, Kentucky 6 | – |
| 1968 | Nov 16, 1968 | Florida 16, Kentucky 14 | – |
| 1967 | Nov 18, 1967 | Florida 28, Kentucky 12 | – |
| 1957 | Oct 5, 1957 | Florida 14, Kentucky 7 | – |
| 1956 | Oct 6, 1956 | Kentucky 17, Florida 8 | – |
| 1955 | Oct 22, 1955 | Kentucky 10, Florida 7 | – |
| 1954 | Oct 16, 1954 | Florida 21, Kentucky 7 | – |
| 1953 | Oct 3, 1953 | Kentucky 26, Florida 13 | – |
| 1952 | Dec 6, 1952 | Florida 27, Kentucky 0 | – |
| 1951 | Oct 27, 1951 | Kentucky 14, Florida 6 | – |
| 1950 | Nov 4, 1950 | Kentucky 40, Florida 6 | – |
| 1949 | Nov 12, 1949 | Kentucky 35, Florida 0 | – |
| 1948 | Nov 13, 1948 | Kentucky 34, Florida 15 | – |
| 1937 | Dec 4, 1937 | Florida 6, Kentucky 0 | – |
| 1936 | Oct 24, 1936 | Kentucky 7, Florida 0 | – |
| 1935 | Nov 9, 1935 | Kentucky 15, Florida 6 | – |
| 1931 | Dec 5, 1931 | Kentucky 7, Florida 2 | – |
| 1927 | Oct 15, 1927 | Florida 27, Kentucky 6 | – |
| 1926 | Oct 23, 1926 | Kentucky 18, Florida 13 | – |
| 1917 | Nov 29, 1917 | Kentucky 52, Florida 0 | – |