| Season | Champion | Amherst-Wesleyan | Wesleyan-Williams | Amherst-Williams |
| 1940-41 | Amherst | Amherst 7, at Wesleyan 2 | at Williams 5, Wesleyan 0 | at Amherst 6, Williams 3 |
| 1941-42 | Williams | at Amherst 7, Wesleyan 2 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1942-43 | No title | Did not play | Did not play | Did not play |
| 1943-44 | No title | Did not play | Did not play | Did not play |
| 1944-45 | No title | Did not play | Did not play | Did not play |
| 1945-46 | No title | Did not play | Did not play | Did not play |
| 1946-47 | Williams | Amherst 5, at Wesleyan 4 |
Williams 7, Wesleyan 2 | Williams 7, at Amherst 2 |
| 1947-48 | Williams | at Amherst 6, Wesleyan 3 | Williams 5, at Wesleyan 4 | at Williams 8, Amherst 1 |
| 1948-49 | 3-way tie | at Wesleyan 5, Amherst 4 | at Williams 8, Wesleyan 1 | at Amherst 5, Williams 4 |
| 1949-50 | Amherst | at Amherst 9, Wesleyan 0 | Williams 7, at Wesleyan 2 | Amherst 5, at Williams 4 |
| 1950-51 | Williams | Amherst 7, at Wesleyan 2 | at Williams 9, Wesleyan 0 | Williams 8, at Amherst 1 |
| 1951-52 | Williams | at Amherst 7, Wesleyan 2 | Williams 9, at Wesleyan 0 | at Williams 7, Amherst 2 |
| 1952-53 | Williams | Amherst 9, at Wesleyan 0 | at Williams 8, Wesleyan 1 | Williams 5, at Amherst 4 |
| 1953-54 | Williams | at Amherst 6, Wesleyan 3 | at Williams 9, Wesleyan 0 | at Williams 6, Amherst 3 |
| 1954-55 | Amherst | Amherst 8, at Wesleyan 1 | Williams 8, at Wesleyan 1 | at Amherst 6, Williams 3 |
| 1955-56 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, at Wesleyan 0 | at Williams 9, Amherst 0 |
| 1956-57 | Williams | Amherst 5, at Wesleyan 4 | at Williams 9, Wesleyan 0 | Williams 7, at Amherst 2 |
| 1957-58 | Williams | at Amherst 8, Wesleyan 1 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1958-59 | Amherst | Amherst 8, at Wesleyan 1 | at Williams 7, Wesleyan 2 | at Amherst 5, Williams 4 |
| 1959-60 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1960-61 | Williams | Amherst 9, at Wesleyan 0 | at Williams 9, Wesleyan 0 | Williams 8, at Amherst 1 |
| 1961-62 | Williams | at Amherst 9, Wesleyan 0 | Williams 7, Wesleyan 2 | at Williams 7, Amherst 2 |
| 1962-63 | Williams | Amherst 8, at Wesleyan 1 | at Williams 9, Wesleyan 0 | Williams 8, at Amherst 1 |
| 1963-64 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1964-65 | Williams | Amherst 6, at Wesleyan 3 | at Williams 9, Wesleyan 0 | Williams 6, at Amherst 3 |
| 1965-66 | Amherst | at Amherst 8, Wesleyan 1 | Williams 8, at Wesleyan 1 | Amherst 6, at Williams 3 |
| 1966-67 | Amherst | Amherst 6, at Wesleyan 3 | at Williams 8, Wesleyan 1 | at Amherst 8, Williams 1 |
| 1967-68 | Williams | Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 | at Williams 6, Amherst 3 |
| 1968-69 | Williams | Amherst 8, at Wesleyan 1 | at Williams 9, Wesleyan 0 | Williams 9, at Amherst 0 |
| 1969-70 | Williams | at Amherst 8, Wesleyan 1 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1970-71 | Amherst | Amherst 6, at Wesleyan 3 | at Williams 8, Wesleyan 1 | at Amherst 7, Williams 2 |
| 1971-72 | Amherst | at Amherst 8, Wesleyan 1 | Williams 8, at Wesleyan 1 | Amherst 5, at Williams 4 |
| 1972-73 | Amherst | Amherst 9, at Wesleyan 0 | at Williams 9, Wesleyan 0 | at Amherst 8, Williams 1 |
| 1973-74 | Amherst | at Amherst 9, Wesleyan 0 | Williams 8, at Wesleyan 1 | Amherst 5, at Williams 4 |
| 1974-75 | Williams* | Did not play | Did not play | Williams 7, at Amherst 2 |
| 1975-76 | Williams | at Amherst 7, Wesleyan 2 | Williams 9, at Wesleyan 0 | at Williams 9, Amherst 0 |
| 1976-77 | Williams | Amherst 8, at Wesleyan 1 | at Williams 9, Wesleyan 0 | Williams 9, at Amherst 0 |
| 1977-78 | Williams | at Amherst 7, Wesleyan 2 | Williams 8, at Wesleyan 1 | at Williams 8, Amherst 1 |
| 1978-79 | Williams | Amherst 7, at Wesleyan 2 | at Williams 9, Wesleyan 0 | Williams 8, at Amherst 1 |
| 1979-80 | 3-way tie | Wesleyan 5, at Amherst 4 | Williams 6, at Wesleyan 3 | Amherst 6, at Williams 3 |
| 1980-81 | Williams | Amherst 6, at Wesleyan 3 | at Williams 8, Wesleyan 1 | Williams 5, at Amherst 4 |
| 1981-82 | Williams | at Amherst 8, Wesleyan 1 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1982-83 | Williams | at Wesleyan 6, Amherst 3 | at Williams 9, Wesleyan 0 | Williams 8, at Amherst 1 |
| 1983-84 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, at Wesleyan 0 | at Williams 9, Amherst 0 |
| 1984-85 | Williams | Amherst 8, at Wesleyan 1 | at Williams 9, Wesleyan 0 | Williams 9, at Amherst 0 |
| 1985-86 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, at Wesleyan 0 | at Williams 8, Amherst 1 |
| 1986-87 | Williams | Amherst 9, at Wesleyan 0 | at Williams 9, Wesleyan 0 | Williams 5, at Amherst 4 |
| 1987-88 | Williams | at Amherst 8, Wesleyan 1 | Williams 9, at Wesleyan 0 | at Williams 9, Amherst 0 |
| 1988-89 | Williams | at Wesleyan 6, Amherst 3 | at Williams 9, Wesleyan 0 | Williams 7, at Amherst 2 |
| 1989-90 | Williams | at Amherst 7, Wesleyan 2 | Williams 8, at Wesleyan 1 | at Williams 5, Amherst 4 |
| 1990-91 | Williams | Amherst 9, Wesleyan 0 (at Williams) | at Williams 9, Wesleyan 0 | Williams 6, at Amherst 3 |
| 1991-92 | Amherst | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | Amherst 5, at Williams 4 |
| 1992-93 | Williams* | Did not play | Did not play | Williams 5, Amherst 4 (at Wesleyan) |
| 1993-94 | Williams | Amherst 9, Wesleyan 0 (at Williams) | at Williams 9, Wesleyan 0 | at Williams 5, Amherst 4 |
| 1994-95 | Amherst | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | at Amherst 5, Williams 4 |
| 1995-96 | Amherst | Amherst 9, at Wesleyan 0 | Williams 9, at Wesleyan 0 | Amherst 5, Williams 4 (at Wesleyan) |
| 1996-97 | Amherst | Amherst 9, Wesleyan 0 (at Williams) | at Williams 9, Wesleyan 0 | at Amherst 8, Williams 1 |
| 1997-98 | Amherst | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | Amherst 8, at Williams 1 |
| 1998-99 | Amherst | Amherst 7, at Wesleyan 2 | Williams 9, at Wesleyan 0 | at Amherst 5, Williams 4 |
| 1999-00 | Williams | at Amherst 6, Wesleyan 3 | Williams 9, Wesleyan 0 (at Amherst) | Williams 9, at Amherst 0 |
| 2000-01 | Williams | Amherst 6, Wesleyan 3 (at Williams) | at Williams 9, Wesleyan 0 | at Williams 9, Amherst 0 |
| 2001-02 | Williams | at Amherst 9, Wesleyan 0 | Williams 8, Wesleyan 1 (at Amherst) | Williams 8, at Amherst 1 |
| 2002-03 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | Williams 9, at Amherst 0 |
| 2003-04 | Williams | Amherst 9, Wesleyan 0 (at Williams) | at Williams 9, Wesleyan 0 | at Williams 9, Amherst 0 |
| 2004-05 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | Williams 9, at Amherst 0 |
| 2005-06 | Williams | Amherst 9, at Wesleyan 0 | Williams 9, at Wesleyan 0 | Williams 7, Amherst 2 (at Wesleyan) |
| 2006-07 | Williams | Amherst 9, Wesleyan 0 (at Williams) | at Williams 9, Wesleyan 0 | at Williams 9, Amherst 0 |
| 2007-08 | Williams | at Amherst 9, Wesleyan 0 | Williams 9, Wesleyan 0 (at Amherst) | Williams 9, at Amherst 0 |
| 2008-09 | Williams | Amherst 9, at Wesleyan 0 | Williams 9, at Wesleyan 0 | Williams 9, Amherst 0 (at Wesleyan) |
| 2009-10 | Williams | Amherst 8, Wesleyan 1 (at Williams) | at Williams 9, Wesleyan 0 | at Williams 9, Amherst 0 |
| 2010-11 | Williams |
at Amherst 8, Wesleyan 1 | Williams 9, Wesleyan 0 (at Amherst) | Williams 7, at Amherst 2 |
| 2011-12 | Williams |
Amherst 6, at Wesleyan 3 | Williams 9, at Wesleyan 0 | Williams 9, Amherst 0 (at Wesleyan) |
| 2012-13 | Williams |
Wesleyan 6, Amherst 3 (at Williams) |
at Williams 8, Wesleyan 1 | at Williams 8, Amherst 1 |
| Summary of titles: Amherst - 16 (most recent: 1998-99) Williams - 51 (most recent: 2012-13) 3-way ties - 2 (most recent: 1979-80) *Wesleyan did not participate in the Little Three matches for unknown reasons. Williams is the declared champion. |
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