Sugarloaf USA ski resort in Carrabasset Valley (2001)
Classes have been added and deleted over the years. Blank areas indicate years when classes were not in effect.
Consecutive Championhips
| School | No. | Years |
| Mt. Blue | 6 | 2000-2005 |
| Mt. Blue | 5 | 2007-2011 |
| Edward Little | 4 | 1968-1971 |
| Yarmouth | 4 | 2006-2009 |
| Year | No Classes | Year | Class A | Class B | Class C | Class D |
| 1946 | Edward Little | 1954 | Gould Academy | Bridgton | ||
| 1947 | Andover | 1955 | Farmington | Andover | ||
| 1948 | Gould Academy | 1956 | Gould Academy | Fryeburg | ||
| 1949 | Gould Academy | 1957 | Farmington | Andover | ||
| 1950 | Edward Little | 1958 | Edward Little | Andover | ||
| 1951 | Edward Little | 1959 | Edward Little | Mexico | ||
| 1952 | Edward Little | 1960 | Gould Academy | Maine Central/ Farmington | ||
| 1953 | Gould Academy | 1961 | Gould Academy | Maine Central/ Rumford |
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| 1962 | Gould Academy | Madawaska/ Mexico |
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| 1963 | Edward Little | Kents Hill/Van Buren/ Maine Central | ||||
| 1964 | Rumford | Van Buren/Mexico/ Maine Central | ||||
| Class AA | 1965 | Edward Little | Presque Isle/Farmington/ Maine Central | |||
| 1966 | Edward Little | 1966 | Edward Little | Bridgton | ||
| 1967 | Gould Academy | 1967 | Fryeburg | Lewiston | ||
| 1968 | Edward Little | 1968 | Maine Central | Livermore Falls | ||
| 1969 | Edward Little | 1969 | Livermore Falls | Warsaw | ||
| 1970 | Edward Little | 1970 | Livermore Falls | Telstar | ||
| 1971 | Edward Little | 1971 | Telstar | Lewiston | ||
| 1972 | Rumford | Livermore Falls | Jay | York | ||
| 1973 | Rumford | Telstar | York | Gray-New Gloucester | ||
| 1974 | Edward Little | Fort Kent | Caribou | Ft. Fairfield | ||
| 1975 | Edward Little | Waterville | Oxford Hills | Stearns | ||
| 1976 | Livermore Falls | Fryeburg | Gray-New Gloucester | Falmouth | ||
| 1977 | Telstar | Lewiston | Jay | Maranacook | ||
| 1978 | Livermore Falls | Lewiston | Jay | Maranacook | ||
| 1979 | Telstar | Oxford Hills | Maranacook | Mt. Abram | ||
| 1980 | Livermore Falls | Fort Kent | Fort Fairfield | Mt. Abram | ||
| 1981 | Mount Blue | Madawaska | Gray-New Gloucester | |||
| 1982 | Telstar | Mount Abram | ||||
| 1983 | Fryeburg Academy | Mount Abram | ||||
| 1984 | Fryeburg | Mount Abram | ||||
| 1985 | Fryeburg | Madawaska | ||||
| 1986 | Edward Little | Mount Abram | ||||
| 1988 | Rumford | Yarmouth | ||||
| 1989 | Fryeburg | Yarmouth | ||||
| 1990 | Edward Little | Camden-Rockport | Yarmouth | |||
| 1991 | Edward Little | Lake Region | Yarmouth | |||
| 1992 | Edward Little | Maranacook | Jay | |||
| 1993 | Oxford Hills | Maranacook | Madawaska | |||
| 1994 | Fort Kent | Maranacook | Madawaska | |||
| 1995 | Mt. Blue | Yarmouth | Madawaska | |||
| 1996 | Mountain Valley | Maranacook | Yarmouth | |||
| 1997 | Mountain Valley | Leavitt | Madawaska | |||
| 1998 | Mt. Blue | Maranacook | Yarmouth | |||
| 1999 | Edward Little | Mt. Abram | Madawaska | |||
| 2000 | Mt. Blue | Maranacook | Madawaska | |||
| 2001 | Mt. Blue | Maranacook | Freeport | |||
| 2002 | Mt. Blue | Maranacook | Madawaska | |||
| 2003 | Mt. Blue | Greely | Freeport | |||
| 2004 | Mt. Blue | Yarmouth | Fort Kent | |||
| 2005 | Mt. Blue | Mountain Valley | Freeport | |||
| 2006 | Leavitt | Yarmouth | Freeport | |||
| 2007 | Mt. Blue | Yarmouth | Fort Kent | |||
| 2008 | Mt. Blue | Yarmouth | Fort Kent |
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| 2009 | Mt. Blue | Yarmouth | Fort Kent | |||
| 2010 | Mt. Blue | Falmouth | Freeport | |||
| 2011 | Mt. Blue | Falmouth | Freeport | |||
| 2012 | Falmouth | Yarmouth | Fort Kent |
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| 2013 | Falmouth | Yarmouth | Fort Kent | |||
| 2014 | Mt. Blue | Maranacook | Fort Kent | |||
| 2015 | Mt. Blue | Maranacook | Fort Kent | |||
| 2016A | Edward Little | Fort Kent | ||||
| 2016N | Mt. Blue | Freeport | Coast Waldorf | |||
| 2017A | Falmouth | Fort Kent | ||||
| 2017N | Mt. Blue | Maranacook | Coast Waldorf | |||
| 2018A | Falmouth | Fort Kent | ||||
| 2018N | Mt. Blue | Cape Elizabeth | Fort Kent | |||
| 2019A | Falmouth | Cape Elizabeth | ||||
| 2019N | Falmouth | Maranacook | Madawaska | |||
A=Alpine; N=Nordic
Source: Maine Principals Association