No. | Date | Location | Winner | Score |
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1 | October 31, 1885 | Hartford, CT | Wesleyan | 60–0 | 2 | October 15, 1887 | Hartford, CT | Wesleyan | 58–0 | 3 | October 5, 1889 | Hartford, CT | Trinity | 4–2 | 4 | November 12, 1889 | Middletown, CT | Wesleyan | 6–0 | 5 | October 4, 1890 | Middletown, CT | Wesleyan | 12–5 | 6 | October 17, 1891 | Hartford, CT | Trinity | 4–0 | 7 | October 7, 1893 | Middletown, CT | Wesleyan | 18–0 | 8 | October 18, 1893 | Hartford, CT | Wesleyan | 14–6 | 9 | November 16, 1895 | Hartford, CT | Wesleyan | 14–6 | 10 | November 14, 1896 | Middletown, CT | Wesleyan | 24–12 | 11 | November 6, 1897 | Hartford, CT | Wesleyan | 6–4 | 12 | November 5, 1898 | Middletown, CT | Wesleyan | 30–0 | 13 | October 27, 1900 | Hartford, CT | Trinity | 5–0 | 14 | November 16, 1901 | Middletown, CT | Wesleyan | 11–0 | 15 | October 25, 1902 | Hartford, CT | Wesleyan | 23–6 | 16 | November 7, 1903 | Middletown, CT | Wesleyan | 67–11 | 17 | November 12, 1904 | Hartford, CT | Wesleyan | 32–6 | 18 | October 26, 1907 | Hartford, CT | Trinity | 5–0 | 19 | November 7, 1908 | Middletown, CT | Trinity | 42–0 | 20 | November 13, 1909 | Hartford, CT | Trinity | 12–6 | 21 | October 29, 1910 | Middletown, CT | Trinity | 5–0 | 22 | October 28, 1911 | Hartford, CT | Trinity | 14–0 | 23 | November 6, 1912 | Middletown, CT | Wesleyan | 14–0 | 24 | November 22, 1913 | Hartford, CT | Trinity | 14–0 | 25 | November 14, 1914 | Middletown, CT | Wesleyan | 3–0 | 26 | November 20, 1915 | Hartford, CT | Trinity | 9–0 | 27 | October 9, 1920 | Middletown, CT | Wesleyan | 20–0 | 28 | October 31, 1925 | Middletown, CT | Trinity | 6–0 | 29 | October 30, 1926 | Hartford, CT | Wesleyan | 21–0 | 30 | October 29, 1927 | Middletown, CT | Wesleyan | 6–2 | 31 | November 3, 1928 | Hartford, CT | Wesleyan | 24–0 | 32 | November 2, 1929 | Middletown, CT | Wesleyan | 19–13 | 33 | November 1, 1930 | Hartford, CT | Wesleyan | 13–0 | 34 | October 31, 1931 | Middletown, CT | Wesleyan | 13–0 | 35 | October 29, 1932 | Hartford, CT | Wesleyan | 7–0 | 36 | November 4, 1933 | Middletown, CT | Trinity | 14–6 | 37 | November 3, 1934 | Hartford, CT | Trinity | 27–0 | 38 | November 2, 1935 | Middletown, CT | Wesleyan | 9–7 | 39 | October 31, 1936 | Middletown, CT | Trinity | 20–0 | 40 | October 30, 1937 | Hartford, CT | Wesleyan | 7–0 | 41 | October 29, 1938 | Middletown, CT | Wesleyan | 7–6 | 42 | November 18, 1939 | Hartford, CT | Wesleyan | 27–13 | 43 | November 16, 1940 | Middletown, CT | Wesleyan | 13–0 | 44 | November 15, 1941 | Hartford, CT | Wesleyan | 27–0 | 45 | November 14, 1942 | Middletown, CT | Wesleyan | 8–0 | 46 | November 16, 1946 | Middletown, CT | Wesleyan | 21–14 | 47 | November 15, 1947 | Hartford, CT | Wesleyan | 13–0 | 48 | November 13, 1948 | Middletown, CT | Wesleyan | 16–0 | 49 | November 12, 1949 | Hartford, CT | Trinity | 7–6 | 50 | November 18, 1950 | Middletown, CT | Trinity | 24–7 | 51 | November 17, 1951 | Hartford, CT | Wesleyan | 6–3 | 52 | November 15, 1952 | Middletown, CT | Wesleyan | 7–6 | 53 | November 14, 1953 | Hartford, CT | Wesleyan | 12–7 | 54 | November 13, 1954 | Middletown, CT | Trinity | 26–14 | 55 | November 12, 1955 | Hartford, CT | Trinity | 46–6 | 56 | November 17, 1956 | Middletown, CT | Trinity | 14–7 | 57 | November 16, 1957 | Hartford, CT | Trinity | 20–19 | 58 | November 15, 1958 | Middletown, CT | Wesleyan | 22–18 | 59 | November 14, 1959 | Hartford, CT | Trinity | 32–6 | 60 | November 12, 1960 | Middletown, CT | Tie | 22–22 | 61 | November 18, 1961 | Hartford, CT | Trinity | 42–15 |
No. | Date | Location | Winner | Score |
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62 | November 17, 1962 | Middletown, CT | Trinity | 36–24 | 63 | November 16, 1963 | Hartford, CT | Wesleyan | 46–6 | 64 | November 14, 1964 | Middletown, CT | Wesleyan | 34–21 | 65 | November 13, 1965 | Hartford, CT | Wesleyan | 19–14 | 66 | November 12, 1966 | Middletown, CT | Trinity | 20–18 | 67 | November 18, 1967 | Hartford, CT | Trinity | 32–14 | 68 | November 16, 1968 | Middletown, CT | Trinity | 19–17 | 69 | November 15, 1969 | Hartford, CT | Wesleyan | 21–8 | 70 | November 14, 1970 | Middletown, CT | Trinity | 24–14 | 71 | November 13, 1971 | Hartford, CT | Trinity | 21–0 | 72 | November 18, 1972 | Middletown, CT | Wesleyan | 33–28 | 73 | November 15, 1973 | Hartford, CT | Trinity | 33–16 | 74 | November 16, 1974 | Middletown, CT | Trinity | 21–15 | 75 | November 15, 1975 | Hartford, CT | Wesleyan | 14–11 | 76 | November 13, 1976 | Middletown, CT | Wesleyan | 44–0 | 77 | November 12, 1977 | Hartford, CT | Wesleyan | 43–12 | 78 | November 11, 1978 | Middletown, CT | Trinity | 43–10 | 79 | November 10, 1979 | Hartford, CT | Wesleyan | 17–7 | 80 | November 8, 1980 | Middletown, CT | Trinity | 28–6 | 81 | November 14, 1981 | Hartford, CT | Trinity | 25–24 | 82 | November 13, 1982 | Middletown, CT | Trinity | 37–6 | 83 | November 12, 1983 | Hartford, CT | Trinity | 31–17 | 84 | November 10, 1984 | Middletown, CT | Trinity | 20–14 | 85 | November 9, 1985 | Hartford, CT | Wesleyan | 41–20 | 86 | November 8, 1986 | Middletown, CT | Wesleyan | 21–17 | 87 | November 14, 1987 | Hartford, CT | Trinity | 48–7 | 88 | November 12, 1988 | Middletown, CT | Trinity | 38–15 | 89 | November 11, 1989 | Hartford, CT | Trinity | 37–7 | 90 | November 10, 1990 | Middletown, CT | Trinity | 10–9 | 91 | November 9, 1991 | Hartford, CT | Trinity | 47–11 | 92 | November 14, 1992 | Middletown, CT | Trinity | 37–13 | 93 | November 13, 1993 | Hartford, CT | Trinity | 32–8 | 94 | November 12, 1994 | Middletown, CT | Trinity | 40–0 | 95 | November 11, 1995 | Hartford, CT | Trinity | 22–0 | 96 | November 9, 1996 | Middletown, CT | Trinity | 35–28 | 97 | November 8, 1997 | Hartford, CT | Wesleyan | 19–7 | 98 | November 14, 1998 | Middletown, CT | Wesleyan | 49–35 | 99 | November 13, 1999 | Hartford, CT | Trinity | 26–12 | 100 | November 11, 2000 | Middletown, CT | Wesleyan | 37–13 | 101 | November 10, 2001 | Hartford, CT | Trinity | 28–14 | 102 | November 9, 2002 | Middletown, CT | Trinity | 26–10 | 103 | November 8, 2003 | Hartford, CT | Trinity | 53–0 | 104 | November 13, 2004 | Middletown, CT | Trinity | 40–6 | 105 | November 12, 2005 | Hartford, CT | Trinity | 63–7 | 106 | November 11, 2006 | Middletown, CT | Trinity | 41–0 | 107 | November 10, 2007 | Hartford, CT | Trinity | 32–14 | 108 | November 8, 2008 | Middletown, CT | Trinity | 38–14 | 109 | November 14, 2009 | Hartford, CT | Trinity | 26–232OT | 110 | November 13, 2010 | Middletown, CT | Trinity | 27–20 | 111 | November 12, 2011 | Hartford, CT | Trinity | 27–0 | 112 | November 10, 2012 | Middletown, CT | Trinity | 30–24 OT | 113 | November 9, 2013 | Hartford, CT | Trinity | 40–10 | 114 | November 8, 2014 | Middletown, CT | Wesleyan | 20–19 | 115 | November 14, 2015 | Hartford, CT | Trinity | 17–13 | 116 | November 12, 2016 | Middletown, CT | Trinity | 45–21 | 117 | November 11, 2017 | Hartford, CT | Trinity | 28–3 | 118 | November 10, 2018 | Middletown, CT | Trinity | 9–0 | 119 | November 9, 2019 | Hartford, CT | Wesleyan | 28–20 | 120 | November 13, 2021 | Middletown, CT | Trinity | 14–7 | Series: Trinity leads 65–54–1 |
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