Event Winners: Outdoor One Mile
| 1895 |
Soule | Bowdoin | 4:52.5 |
| 1896 |
A. W. Foss | Bates | 4:50.0 |
| 1897 |
A. W. Foss | Bates | 5:03.6 |
| 1898 |
O. C. Merrill | Bates | 4:57.2 |
| 1899 |
G. C. Wheeler | Bowdoin | 5:06.4 |
| 1900 |
G. C. Wheeler | Bowdoin | 4:43.4 |
| 1901 |
Luce | Bates | 4:59.2 |
| 1902 |
Lane | Bates | 4:55.2 |
| 1903 |
Lane | Bates | 4:54.6 |
| 1904 |
Lane | Bates | 4:49.0 |
| 1905 |
D. C. Robinson | Bowdoin | 4:48.8 |
| 1906 |
P. R. Shorey | Bowdoin | 4:49.4 |
| 1907 |
F. E. Fortier | Maine | 4:38.4 |
| 1908 |
H. J. Colbath | Bowdoin | 4:34.6 |
| 1909 |
H. J. Colbath | Bowdoin | 4:32.2 |
| 1910 |
H. J. Colbath | Bowdoin | 4:21.0 |
| 1911 |
Lloyd E. Houghton | Maine | 4:39.2 |
| 1912 |
Wayland D. Towner | Maine | 4:32.4 |
| 1913 |
Wayland D. Towner | Maine | 4:48.8 |
| 1914 |
Wayland D. Towner | Maine | 4:29.8 |
| 1915 |
R. W. Bell | Maine | 4:26.4 |
| 1916 |
R. W. Bell | Maine | 4:34.8 |
| 1917 |
No Meet Held - WWI | ||
| 1918 |
No Meet Held - WWI | ||
| 1919 |
G. R. Goodwin | Bowdoin | 4:37.6 |
| 1920 |
G. R. Goodwin | Bowdoin | 4:24.6 |
| 1921 |
Alan Mercer | Colby | 5:00.8 |
| 1922 |
W. K. Herrick | Maine | 4:35.0 |
| 1923 |
Sargent | Bates | 4:37.0 |
| 1924 |
A. S. Hillman | Maine | 4:36.8 |
| 1925 |
Archibald | Bates | 4:26.2 |
| 1926 |
Wills | Bates | 4:21.6 |
| 1927 |
Wills | Bates | 4:21.0 |
| 1928 |
Charles J. Sansone | Colby | 4:27.0 |
| 1929 |
F. C. Lindsay | Maine | 4:25.2 |
| 1930 |
Viles | Bates | 4:22.6 |
| 1931 |
Viles | Bates | 4:30.2 |
| 1932 |
Jellison | Bates | 4:27.4 |
| 1933 |
K. D. Black | Maine | 4:35.6 |
| 1934 |
No Meet Held – Bowdoin awarded meet by default. | ||
| 1935 |
Edwin C. Veysey | Colby | 4:26.0 |
| 1936 |
J. Shute | Bowdoin | 4:55.2 |
| R. Porter | Bowdoin | 4:55.2 | |
| V. Bond | Bowdoin | 4:55.2 | |
| 1937 |
R. Porter | Bowdoin | 4:35.6 |
| 1938 |
D. C. Smith | Maine | 4:22.2 |
| 1939 |
D. C. Smith | Maine | 4:30.8 |
| 1940 |
D. C. Smith | Maine | 4:23.7 |
| 1941 |
Martinez | Maine | 4:34.1 |
| 1942 |
A. G. Hillman | Bowdoin | 4:27.3 |
| 1943 |
W. H. Condon | Maine | 4:40.6 |
| 1944 |
No Meet Held - WWII | ||
| 1945 |
Bauman | Bates | 4:48.9 |
| 1946 |
C. C. Easton | Bowdoin | 4:50.5 |
| 1947 |
E. Folsom | Maine | 4:31.5 |
| 1948 |
Horne | Bates | 4:33.7 |
| 1949 |
Dwight H. Adams | Bowdoin | 4:28.4 |
| 1950 |
John A. Wallace | Maine | 4:38.2 |
| 1951 |
Malcolm E. Osborne | Maine | 4:37.6 |
| 1952 |
Malcolm E. Osborne | Maine | 4:33.8 |
| 1953 |
Hugh Huleatt | Bowdoin | 4:26.8 |
| 1954 |
Hugh Huleatt | Bowdoin | 4:34.4 |
| 1955 |
Paul I. Firlotte | Maine | 4:32.8 |
| 1956 |
Richard Law | Maine | 4:30.6 |
| 1957 |
Richard Law | Maine | 4:29.1 |
| 1958 |
Charles C. Rearick | Maine | 4:19.3 |
| 1959 |
Dale Bessey | Maine | 4:27.8 |
| 1960 |
Peter Schuyler | Bates | 4:21.9 |
| 1961 |
Michael Kimball | Maine | 4:25.0 |
| 1962 |
Michael Kimball | Maine | 4:18.4 |
| 1963 |
Gerald Ellis | Maine | 4:24.8 |
| 1964 |
Gerald Ellis | Maine | 4:27.0 |
| 1965 |
Paul Petrie | Maine | 4:28.4 |
| 1966 |
George Clark | Maine | 4:25.9 |
| 1967 |
Sebsibe Mamo | Colby | 4:17.9 |
| 1968 |
Sebsibe Mamo | Colby | 4:16.8 |
| 1969 |
Sebsibe Mamo | Colby | 4:27.1 |
| 1970 |
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| 1971 |
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| 1972 |
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| 1973 |
John Emerson | Bates | 4:16.7 - Mile |
| 1974 |
Gerry LaFlamme | Maine | 4:16.4 - Mile |
| 1975 |
Jeffrey M. Sanborn | Bowdoin | 4:15.4 - Mile |
| 1976 |
Gerry LaFlamme | Maine | 4:21.1 |
| 1977 |
Kim Wettlaufer | Bates | 4:16.0 - Mile |
| 1978 |
Greg Peters | Bates | 4:18.0 - Mile |
| 1979 |
Kim Wettlaufer | Bates | 4:16.9 - Mile |
| 1980 |
Kim Wettlaufer | Bates | 4:15.3 - Mile |
| 1981 |
Doug Ingersoll | Bowdoin | 3:55.8 |
| 1982 |
Paul Hammond | Bates | 3:53.9 |
| 1983 |
Todd Coffin | Colby | 3:52.8 |
| 1984 |
Tom Pickering | Colby | 3:59.5 |
| 1985 |
Tom Pickering | Colby | 3:55.0 |
| 1986 |
Roy C. Morris | Maine | 3:59.2 |
| 1987 |
Mark Pagnano | Colby | 4:05.0 |
| 1988 |
Mark Desjardin | Bates | 4:02.0 |
| 1989 |
Todd Dillon | Bowdoin | 4:06.5 |
| 1990 |
Brian Richter | Colby | 4:00.5 |
| 1991 |
Ben Trevor | Colby | 4:03.3 |
| 1992 |
Sean Tynan | Maine | 4:01.4 |
| 1993 |
Andrew Yim | Bowdoin | 4:02.2 |
| 1994 |
Pat Sullivan | Bates | 4:00.4 |
| 1995 |
James Johnson | Bowdoin | 4:10.4 |
| 1996 |
James Johnson | Bowdoin | 4:04.3 |
| 1997 |
Ben Beach | Bowdoin | 3:59.7 |
| 1998 |
Joe Luchini | USM | 4:05.8 |
| 1999 |
Dave Wall | Bowdoin | 4:03.6 |
| 2000 |
No Meet Held- Snow | ||
| 2001 |
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| 2002 |
Andrius Staisunas | Bates | 4:01.5 |
| 2003 |
Joel Anderson | Bates | 4:01.3 |
2004 |
Andrew Combs | Bowdoin | 4:01.2 |
2005 |
Owen McKenna | Bowdoin | 3:57.2 |