| 1969 | Glen Ackroyd | Bates | 2:17.1 y |
| 1970 | Glen Ackroyd | Bates | 2:13.9 y |
| 1971 | |||
| 1972 | |||
| 1973 | |||
| 1974 | |||
| 1975 | |||
| 1976 | |||
| 1977 | |||
| 1978 | |||
| 1979 | |||
| 1980 | Myron Whipkey | Maine | 2:12.8 y |
| 1981 | Paul Hammond | Bates | 02:31.37 |
| 1982 | Kelly Dodge | Colby | 2:16.8 y |
| 1983 | Ken Letourneau | Maine | 02:30.00 |
| 1984 | David Pinkham | Bowdoin | 2:13.6 y |
| 1985 | Ken Letourneau | Maine | 02:29.58 |
| 1986 | Norris | Colby | 2:17.6 |
| 1987 | Dave Conrad | Bates | 02:20.5 |
| 1988 | Mark Desjardins | Bates | 02:35.18 |
| 1989 | Todd Dillon | Bowdoin | ?? |
| 1990 | Ted Dixon | Bates | 02:37.66 |
| 1991 | Michael Leahy | Maine | 02:31.71 |
| 1992 | Jeff Young | Maine | 02:31.96 |
| 1993 | Jeff Young | Maine | 02:34.25 |
| 1994 | Steve Beardsley | Bates | 02:35.05 |
| 1995 | James Johnson | Bowdoin | 02:36.27 |
| 1996 | no meet held | ||
| 1997 | Matt Twiest | Bates | 02:35.87 |
| 1998 | Chris Downe | Bowdoin | 02:31.89 |
| 1999 | Thomas Levings | Colby | 02:41.02 |
| 2000 | Matt Twiest | Bates | 02:31.26 |
| 2001 | Stephen Allison | Bowdoin | 02:34.06 |
| 2002 | Dave Wall | Bowdoin | 02:34.94 |
| 2003 | Andrius Staitiunas | Bates | 02:28.12 |