| Section IX Champions | |||||||
| HOME | |||||||
| A | B | C | D | ||||
| 1950 | Newburgh | Nyack | Pearl River | Tuxedo | |||
| 1951 | Newburgh | Ellenville | Fallsburg | Piermont | |||
| 1952 | Newburgh | Ellenville | Piermont | Roscoe | |||
| 1953 | Newburgh | Suffern | Piermont | Otisville | |||
| A | B-D | ||||||
| 1954 | Kingston | Piermont | |||||
| 1955 | Newburgh | Haverstraw | |||||
| 1956 | Kingston | Haverstraw | |||||
| 1957 | Newburgh | Pt Jervis | |||||
| 1958 | Newburgh | Liberty | |||||
| A | B | C-D | |||||
| 1959 | Newburgh | Pt Jervis | Piermont | ||||
| 1960 | Poughkeepsie | Monroe-Woodbury | Livingston Manor | ||||
| 1961 | Haverstraw | Monroe-Woodbury | Livingston Manor | ||||
| A | B | C | D | ||||
| 1962 | Newburgh | Tappan Zee | Nanuet | Jeffersonville-Youngsville | |||
| 1963 | Poughkeepsie | Tappan Zee | Washiingtonville | SS Seward | |||
| 1964 | Newburgh | Monticello | Fallsburg | SS Seward | |||
| 1965 | Newburgh | Monticello | New Paltz | Narrowsburg | |||
| 1966 | Kingston | Warwick | Marlboro | Tuxedo | |||
| 1967 | Kingston | Washingtonville | Highland Falls | Tuxedo | |||
| 1968 | Newburgh | Suffern | Liberty | Tuxedo | |||
| 1969 | Newburgh | Rondout Valley | Highland Falls | Chester | |||
| 1970 | Newburgh | Nyack | Highland Falls | Jeffersonville-Youngsville | |||
| A | B | C-D | |||||
| 1971 | Newburgh | Nanuet | Jeffersonville-Youngsville | ||||
| 1972 | Clarkstown North | Cornwall | Fallsburg | ||||
| AA | A | B | C-D | ||||
| 1973 | Newburgh | Suffern | Cornwall | Fallsburg | |||
| A | B | C-D | |||||
| 1974 | Newburgh | Nanuet | Tuxedo | ||||
| A | B | C | D | ||||
| 1975 | Spring Valley | Nanuet | Fallsburg | Jeffersonville-Youngsville | |||
| AA | A | B | C-D | ||||
| 1976 | North Rockland | Washingtonville | Marlboro | Jeffersonville-Youngsville | |||
| 1977 | Newburgh | Albertus Magnus | Liberty | Sugar Loaf | |||
| AA | A | B | C | D | |||
| 1978 | Middletown | Albertus Magnus | Fallsburg | Sugar Loaf | Tuxedo | ||
| AAA | AA | A | B | C | D | ||
| 1979 | Spring Valley | Valley Central | Albertus Magnus | Ellenville | Chester | Delaware Valley | |
| A | B | C | D | ||||
| 1980 | Clarkstown North | Pearl River | Burke Catholic | Jeffersonville-Youngsville | |||
| 1981 | Clarkstown North | O'Neill | Ellenville | Sugar Loaf | |||
| 1982 | Spring Valley | Albertus Magnus | Liberty | Fallsburg | |||
| 1983 | Spring Valley | Burke Catholic | Liberty | Delaware Valley | |||
| 1984 | Ramapo | Onteora | Coleman Catholiic | Roscoe | |||
| 1985 | Monroe-Woodbury | Burke Catholic | O'Neill | Coleman Catholiic | |||
| 1986 | Monroe-Woodbury | Wallkill | O'Neill | Roscoe | |||
| 1987 | Monroe-Woodbury | Burke Catholic | Liberty | Sugar Loaf | |||
| 1988 | Middletown | Burke Catholic | Fallsburg | Sugar Loaf | |||
| 1989 | Kingston | Marlboro | Red Hook | Sugar Loaf | |||
| 1990 | Middletown | Monticello | Ellenville | Eldred | |||
| 1991 | Monroe-Woodbury | Minisink Valley | O'Neill | Chapel Field | |||
| 1992 | Washingtonville | Wallkill | O'Neill | Eldred | |||
| 1993 | Newburgh | Monticello | Liberty | Fallsburg | |||
| 1994 | Newburgh | Monticello | O'Neill | Chester | |||
| 1995 | Middletown | Warwick | O'Neill | Sugar Loaf | |||
| 1996 | Newburgh | Rondout Valley | Red Hook | Sugar Loaf | |||
| 1997 | Newburgh | Red Hook | Burke Catholic | Narrowsburg | |||
| 1998 | Newburgh | Monticello | O'Neill | Roscoe | |||
| 1999 | Monroe-Woodbury | Spackenkill | O'Neill | Millbrook | |||