| 2025 | Oct 25, 2025 | Tennessee 56, Kentucky 34 | Kroger Field · Lexington, KY |
| 2024 | Nov 2, 2024 | Tennessee 28, Kentucky 18 | Neyland Stadium · Knoxville, TN |
| 2023 | Oct 28, 2023 | Tennessee 33, Kentucky 27 | Kroger Field · Lexington, KY |
| 2022 | Oct 29, 2022 | Tennessee 44, Kentucky 6 | Neyland Stadium · Knoxville, TN |
| 2021 | Nov 6, 2021 | Tennessee 45, Kentucky 42 | Kroger Field · Lexington, KY |
| 2020 | Oct 17, 2020 | Kentucky 34, Tennessee 7 | Neyland Stadium · Knoxville, TN |
| 2019 | Nov 9, 2019 | Tennessee 17, Kentucky 13 | Kroger Field · Lexington, KY |
| 2018 | Nov 10, 2018 | Tennessee 24, Kentucky 7 | Neyland Stadium · Knoxville, TN |
| 2017 | Oct 28, 2017 | Kentucky 29, Tennessee 26 | Kroger Field · Lexington, KY |
| 2016 | Nov 12, 2016 | Tennessee 49, Kentucky 36 | Neyland Stadium · Knoxville, TN |
| 2015 | Oct 31, 2015 | Tennessee 52, Kentucky 21 | Kroger Field · Lexington, KY |
| 2014 | Nov 15, 2014 | Tennessee 50, Kentucky 16 | Neyland Stadium · Knoxville, TN |
| 2013 | Nov 30, 2013 | Tennessee 27, Kentucky 14 | Kroger Field · Lexington, KY |
| 2012 | Nov 24, 2012 | Tennessee 37, Kentucky 17 | Neyland Stadium · Knoxville, TN |
| 2011 | Nov 26, 2011 | Kentucky 10, Tennessee 7 | Kroger Field · Lexington, KY |
| 2010 | Nov 27, 2010 | Tennessee 24, Kentucky 14 | Neyland Stadium · Knoxville, TN |
| 2009 | Nov 28, 2009 | Tennessee 30, Kentucky 24 (OT) (OT) | Kroger Field · Lexington, KY |
| 2008 | Nov 29, 2008 | Tennessee 28, Kentucky 10 | Neyland Stadium · Knoxville, TN |
| 2007 | Nov 24, 2007 | Tennessee 52, Kentucky 50 (OT) (OT) | Kroger Field · Lexington, KY |
| 2006 | Nov 25, 2006 | Tennessee 17, Kentucky 12 | Neyland Stadium · Knoxville, TN |
| 2005 | Nov 26, 2005 | Tennessee 27, Kentucky 8 | Kroger Field · Lexington, KY |
| 2004 | Nov 27, 2004 | Tennessee 37, Kentucky 31 | Neyland Stadium · Knoxville, TN |
| 2003 | Nov 29, 2003 | Tennessee 20, Kentucky 7 | Kroger Field · Lexington, KY |
| 2002 | Nov 30, 2002 | Tennessee 24, Kentucky 0 | Neyland Stadium · Knoxville, TN |
| 2001 | Nov 17, 2001 | Tennessee 38, Kentucky 35 | Kroger Field · Lexington, KY |
| 2000 | Nov 18, 2000 | Tennessee 59, Kentucky 20 | – |
| 1999 | Nov 20, 1999 | Tennessee 56, Kentucky 21 | – |
| 1998 | Nov 21, 1998 | Tennessee 59, Kentucky 21 | – |
| 1997 | Nov 22, 1997 | Tennessee 59, Kentucky 31 | – |
| 1996 | Nov 23, 1996 | Tennessee 56, Kentucky 10 | – |
| 1995 | Nov 18, 1995 | Tennessee 34, Kentucky 31 | – |
| 1994 | Nov 19, 1994 | Tennessee 52, Kentucky 0 | – |
| 1993 | Nov 20, 1993 | Tennessee 48, Kentucky 0 | – |
| 1992 | Nov 21, 1992 | Tennessee 34, Kentucky 13 | – |
| 1991 | Nov 23, 1991 | Tennessee 16, Kentucky 7 | – |
| 1990 | Nov 24, 1990 | Tennessee 42, Kentucky 28 | – |
| 1989 | Nov 25, 1989 | Tennessee 31, Kentucky 10 | – |
| 1988 | Nov 19, 1988 | Tennessee 28, Kentucky 24 | – |
| 1987 | Nov 21, 1987 | Tennessee 24, Kentucky 22 | – |
| 1986 | Nov 22, 1986 | Tennessee 28, Kentucky 9 | – |
| 1985 | Nov 23, 1985 | Tennessee 42, Kentucky 0 | – |
| 1984 | Nov 24, 1984 | Kentucky 17, Tennessee 12 | – |
| 1983 | Nov 19, 1983 | Tennessee 10, Kentucky 0 | – |
| 1982 | Nov 20, 1982 | Tennessee 28, Kentucky 7 | – |
| 1981 | Nov 21, 1981 | Kentucky 21, Tennessee 10 | – |
| 1980 | Nov 22, 1980 | Tennessee 45, Kentucky 14 | – |
| 1979 | Nov 24, 1979 | Tennessee 20, Kentucky 17 | – |
| 1978 | Nov 25, 1978 | Tennessee 29, Kentucky 14 | – |
| 1977 | Nov 19, 1977 | Kentucky 21, Tennessee 17 | – |
| 1976 | Nov 20, 1976 | Kentucky 7, Tennessee 0 | – |
| 1975 | Nov 22, 1975 | Tennessee 17, Kentucky 13 | – |
| 1974 | Nov 23, 1974 | Tennessee 24, Kentucky 7 | – |
| 1973 | Nov 24, 1973 | Tennessee 16, Kentucky 14 | – |
| 1972 | Nov 25, 1972 | Tennessee 17, Kentucky 7 | – |
| 1971 | Nov 20, 1971 | Tennessee 21, Kentucky 7 | – |
| 1970 | Nov 21, 1970 | Tennessee 45, Kentucky 0 | – |
| 1969 | Nov 22, 1969 | Tennessee 31, Kentucky 26 | – |
| 1968 | Nov 23, 1968 | Tennessee 24, Kentucky 7 | – |
| 1967 | Nov 25, 1967 | Tennessee 17, Kentucky 7 | – |
| 1966 | Nov 19, 1966 | Tennessee 28, Kentucky 19 | – |
| 1965 | Nov 20, 1965 | Tennessee 19, Kentucky 3 | – |
| 1964 | Nov 21, 1964 | Kentucky 12, Tennessee 7 | – |
| 1963 | Nov 23, 1963 | Tennessee 19, Kentucky 0 | – |
| 1962 | Nov 24, 1962 | Kentucky 12, Tennessee 10 | – |
| 1961 | Nov 25, 1961 | Tennessee 26, Kentucky 16 | – |
| 1960 | Nov 19, 1960 | Kentucky 10, Tennessee 10 | – |
| 1959 | Nov 21, 1959 | Kentucky 20, Tennessee 0 | – |
| 1958 | Nov 22, 1958 | Kentucky 6, Tennessee 2 | – |
| 1957 | Nov 23, 1957 | Kentucky 20, Tennessee 6 | – |
| 1956 | Nov 24, 1956 | Tennessee 20, Kentucky 7 | – |
| 1955 | Nov 19, 1955 | Kentucky 23, Tennessee 0 | – |
| 1954 | Nov 20, 1954 | Kentucky 14, Tennessee 13 | – |
| 1953 | Nov 21, 1953 | Kentucky 27, Tennessee 21 | – |
| 1952 | Nov 22, 1952 | Kentucky 14, Tennessee 14 | – |
| 1951 | Nov 24, 1951 | Tennessee 28, Kentucky 0 | – |
| 1950 | Nov 25, 1950 | Tennessee 7, Kentucky 0 | – |
| 1949 | Nov 19, 1949 | Tennessee 6, Kentucky 0 | – |
| 1948 | Nov 20, 1948 | Kentucky 0, Tennessee 0 | – |
| 1947 | Nov 22, 1947 | Tennessee 13, Kentucky 6 | – |
| 1946 | Nov 23, 1946 | Tennessee 7, Kentucky 0 | – |
| 1945 | Nov 24, 1945 | Tennessee 14, Kentucky 0 | – |
| 1944 | Nov 25, 1944 | Tennessee 21, Kentucky 7 | – |
| 1944 | Sep 30, 1944 | Tennessee 26, Kentucky 13 | – |
| 1942 | Nov 21, 1942 | Tennessee 26, Kentucky 0 | – |
| 1941 | Nov 22, 1941 | Tennessee 20, Kentucky 7 | – |
| 1940 | Nov 23, 1940 | Tennessee 33, Kentucky 0 | – |
| 1939 | Nov 30, 1939 | Tennessee 19, Kentucky 0 | – |
| 1938 | Nov 24, 1938 | Tennessee 46, Kentucky 0 | – |
| 1937 | Nov 25, 1937 | Tennessee 13, Kentucky 0 | – |
| 1936 | Nov 26, 1936 | Tennessee 7, Kentucky 6 | – |
| 1935 | Nov 28, 1935 | Kentucky 27, Tennessee 0 | – |
| 1934 | Nov 29, 1934 | Tennessee 19, Kentucky 0 | – |
| 1933 | Nov 30, 1933 | Tennessee 27, Kentucky 0 | – |
| 1932 | Nov 24, 1932 | Tennessee 26, Kentucky 0 | – |
| 1931 | Nov 26, 1931 | Tennessee 6, Kentucky 6 | – |
| 1930 | Nov 27, 1930 | Tennessee 8, Kentucky 0 | – |
| 1929 | Nov 28, 1929 | Tennessee 6, Kentucky 6 | – |
| 1928 | Nov 29, 1928 | Kentucky 0, Tennessee 0 | – |
| 1927 | Nov 24, 1927 | Tennessee 20, Kentucky 0 | – |
| 1926 | Nov 25, 1926 | Tennessee 6, Kentucky 0 | – |
| 1925 | Nov 26, 1925 | Kentucky 23, Tennessee 20 | – |
| 1924 | Nov 27, 1924 | Kentucky 27, Tennessee 6 | – |
| 1923 | Nov 29, 1923 | Tennessee 18, Kentucky 0 | – |
| 1922 | Nov 30, 1922 | Tennessee 14, Kentucky 7 | – |
| 1921 | Nov 24, 1921 | Tennessee 0, Kentucky 0 | – |
| 1920 | Nov 25, 1920 | Tennessee 14, Kentucky 7 | – |
| 1919 | Nov 27, 1919 | Kentucky 13, Tennessee 0 | – |
| 1916 | Nov 30, 1916 | Kentucky 0, Tennessee 0 | – |
| 1915 | Nov 25, 1915 | Kentucky 6, Tennessee 0 | – |
| 1914 | Nov 26, 1914 | Tennessee 23, Kentucky 6 | – |
| 1913 | Nov 27, 1913 | Tennessee 13, Kentucky 7 | – |
| 1912 | Nov 16, 1912 | Kentucky 13, Tennessee 6 | – |
| 1911 | Nov 30, 1911 | Kentucky 12, Tennessee 0 | – |
| 1910 | Nov 5, 1910 | Kentucky 10, Tennessee 0 | – |
| 1909 | Oct 16, 1909 | Kentucky 17, Tennessee 0 | – |
| 1908 | Oct 17, 1908 | Tennessee 7, Kentucky 0 | – |
| 1907 | Nov 9, 1907 | Kentucky 0, Tennessee 0 | – |
| 1906 | Nov 10, 1906 | Kentucky 21, Tennessee 0 | – |