| 1947 | E. Folsom | Maine | 4:35.9 (mile) |
| 1969 | Steve Turner | Maine | 04:22.6 |
| 1970 | |||
| 1971 | |||
| 1972 | John Emerson | Bates | 04:17.2 |
| 1973 | John Emerson | Bates | 04:13.5 |
| 1974 | |||
| 1975 | Gerry LaFlamme | Maine | 04:10.5 |
| 1976 | |||
| 1977 | |||
| 1978 | Greg Peters | Bates | 4:17 |
| 1979 | |||
| 1980 | Mark Lawrence | Bates | 04:15.2 |
| 1981 | Paul Hammond | Bates | 03:55.7 |
| 1982 | Paul Hammond | Bates | 04:13.5 |
| 1983 | Kelly Dodge | Colby | 03:56.85 |
| 1984 | Jamie Goddberlet | Bates | 04:10.2 |
| 1985 | Jamie Goodberlet | Bates | 03:51.32 |
| 1986 | Mark Pagnano | Colby | 4:17.1 (mile) |
| 1987 | Mark Pagnano | Colby | 04:17.3 |
| 1988 | Mark Desjardins | Bates | 03:58.19 |
| 1989 | Todd Dillon | Bowdoin | 04:03.34 |
| 1990 | David Weatherbie | Bates | 03:58.7 |
| 1991 | Andrew Yim | Bowdoin | 04:01.78 |
| 1992 | Sean Tyann | Maine | 04:00.07 |
| 1993 | Jeff Young | Maine | 03:58.47 |
| 1994 | Craig Sarney | Bates | 04:05.24 |
| 1995 | James Johnson | Bowdoin | 04:28.81 |
| 1996 | no meet held | ||
| 1997 | Matt Twiest | Bates | 03:57.61 |
| 1998 | Matt Twiest | Bates | 03:58.64 |
| 1999 | Mike Danahy | Bates | 04:24.96 |
| 2000 | Matt Twiest | Bates | 04:15.18 |
| 2001 | Stephen Allison | Bowdoin | 04:20.50 |
| 2002 | Rich Downing | Colby | 04:22.98 |
| 2003 | Rich Downing | Colby | 04:19.18 |