Consecutive Championships
| School | No. | Years |
| Scarborough | 4 | 1973-1976 |
| Richmond | 4 | 1976-1979 |
| Falmouth | 4 | 2001-2003 |
| Year | Class A | Class B | Class C | Class D |
| 1970 | Gorham | |||
| 1971 | Gorham | |||
| 1972 | Gorham | |||
| 1973 | Scarborough | Yarmouth | ||
| 1974 | Scarborough | Greely | Richmond | |
| 1975 | Scarborough | Greely | Georges Valley | |
| 1976 | Scarborough | Freeport | Richmond | |
| 1977 | Gorham | Freeport | Richmond | |
| 1978 | Gorham | Freeport | Richmond | |
| 1979 | Greely | Gray-New Gloucester | Richmond | |
| 1980 | Gorham | MCI | Georges Valley | |
| 1981 | Gorham | Gray-New Gloucester | Georges Valley | |
| 1982 | Greely | Lincoln Academy | Yarmouth | |
| 1983 | Waterville | Gray-New Gloucester | North Yarmouth | |
| 1984 | Brunswick | Sacopee Valley | North Yarmouth | |
| 1985 | Brunswick | Ellsworth | Piscataquis | |
| 1986 | Brunswick | Sacopee | Penobscot Valley | |
| 1987 | Cape Elizabeth | Lincoln Academy | Saint Dominic | |
| 1988 | Cape Elizab/Morse(Tie) | Ellsworth | Georges Valley | |
| 1989 | Cape Elizabeth | Ellsworth/Yarmouth(Tie) | North Yarmouth | Shead |
| 1990 | Brunswick | York | Saint Dominic | Machias |
| 1991 | Brunswick | Camden-Rockport | Sacopee Valley | Richmond |
| 1992 | Cape Elizabeth | York | Georges Valley | Jonesport-Beals |
| 1993 | Cape Elizabeth | Ellsworth | Georges Valley | Waynflete |
| 1994 | Mt. Ararat | Marshwood | Wiscasset | Van Buren |
| 1995 | Cape Elizabeth | Marshwood | Georges Valley | Richmond |
| 1996 | Cape Elizabeth | York | Falmouth | Van Buren |
| 1997 | Cape Elizabeth | Yarmouth | Falmouth | Ashland |
| 1998 | Greely | York | North Yarmouth | Richmond |
| 1999 | Brunswick | Scarborough | North Yarmouth | Monmouth |
| 2000 | Waterville | Falmouth | North Yarmouth | Monmouth |
| 2001 | Chevrus | Falmouth | St. Dominic | Waynflete |
| 2002 | Lawrence | Falmouth | North Yarmouth | Waynflete |
| 2003 | Mt. Ararat | Falmouth | Georges Valley | Machias |
| 2004 | Greely | Yarmouth | Carrabec | Van Buren |
| 2005 | Scarborough | Yarmouth | North Yarmouth | Bangor Christian |
| 2006 | Bangor | Falmouth | Traip | Van Buren |
| 2007 | Greely | Falmouth | St. Dominic | Richmond |
| 2008 | Scarborough | Yarmouth | Washington | Katahdin |
| 2009 | Scarborough | Falmouth | St. Dominic | Bangor Christian |
| 2010 | Bangor | Yarmouth | Fort Kent | Bangor Christian |
| 2011 | Windham | Falmouth | Waynflete | Bangor Christian |
| 2012 | Scarborough | Falmouth | Houlton | Bangor Christian |
| 2013 | Scarborough | Greely | Maranacook | Bangor Christian |
| 2014 | Cheverus | Yarmouth | Maranacook | Richmond |
| 2015 | Lewiston | Yarmouth | Washington Academy | Fort Fairfield |
| 2016 | Bangor | Yarmouth | Washington Academy | Bangor Christian |
| 2017 | Lewiston | Yarmouth | Maranacook | Bangor Christian |
| 2018 | Lewiston | Presque Isle | Waynflete | North Yarmouth |
| 2019 | Falmouth | Yarmouth | Waynflete | Central Aroostook |
Soccer game between Mt. Ararat High School and Lawrence High School in Fairfield (2009)
Source: Maine Principals Association and news accounts.