| 1888 |
Germantown Academy |
|
| 1889 |
Germantown Academy |
|
| 1890 |
Germantown Academy |
|
| 1891 |
Cheltenham Military |
|
| 1892 |
Germantown Academy |
|
| 1893 |
Germantown Academy |
|
| 1894 |
Germantown Academy |
|
| 1895 |
Germantown Academy |
|
| 1896 |
Germantown Academy |
|
| 1897 |
Cheltenham Military |
|
| 1898 |
Germantown Academy |
|
| 1899 |
Germantown Academy |
|
| 1900 |
Episcopal Academy, Germantown Academy & Haverford School |
Shared Title |
| 1901 |
Haverford School |
|
| 1902 |
Haverford School |
|
| 1903 |
Haverford School |
|
| 1904 |
Haverford School |
|
| 1905 |
Haverford School |
|
| 1906 |
William Penn Charter |
|
| 1907 |
Episcopal Academy, William Penn Charter & DeLancey |
Shared Title |
| 1908 |
William Penn Charter |
|
| 1909 |
William Penn Charter & DeLancey |
Shared Title |
| 1910 |
William Penn Charter |
|
| 1911 |
William Penn Charter |
|
| 1912 |
Germantown Academy & Friends' Central |
Shared Title |
| 1913 |
Episcopal Academy & William Penn Charter |
Shared Title |
| 1914 |
Episcopal Academy & William Penn Charter |
Shared Title |
| 1915 |
Friends' Central |
|
| 1916 |
William Penn Charter |
|
| 1917 |
Episcopal Academy & William Penn Charter |
Shared Title |
| 1918 |
William Penn Charter |
|
| 1919 |
Episcopal Academy |
|
| 1920 |
Germantown Academy |
|
| 1921 |
Episcopal Academy |
|
| 1922 |
Episcopal Academy |
|
| 1923 |
Haverford School |
|
| 1924 |
William Penn Charter |
|
| 1925 |
Haverford School |
|
| 1926 |
Episcopal Academy & Haverford School |
Shared Title |
| 1927 |
Chestnut Hill Academy |
|
| 1928 |
Episcopal Academy |
|
| 1929 |
Chestnut Hill Academy |
|
| 1930 |
Chestnut Hill Academy & William Penn Charter |
Shared Title |
| 1931 |
Haverford School |
|
| 1932 |
Haverford School |
|
| 1933 |
Friends' Central |
|
| 1934 |
Haverford School & Friends' Central |
Shared Title |
| 1935 |
Episcopal Academy & Haverford School |
Shared Title |
| 1936 |
William Penn Charter |
|
| 1937 |
Germantown Academy |
|
| 1938 |
Germantown Academy |
|
| 1939 |
Episcopal Academy |
|
| 1940 |
Episcopal Academy |
|
| 1941 |
Episcopal Academy |
|
| 1942 |
Haverford School |
|
| 1943 |
Haverford School |
|
| 1944 |
Germantown Academy |
|
| 1945 |
Germantown Academy & Friends' Central |
Shared Title |
| 1946 |
Germantown Academy & Friends' Central |
Shared Title |
| 1947 |
Episcopal Academy |
|
| 1948 |
Episcopal Academy |
|
| 1949 |
Episcopal Academy & William Penn Charter |
Shared Title |
| 1950 |
William Penn Charter |
|
| 1951 |
Germantown Academy & Haverford School |
Shared Title |
| 1952 |
Haverford School |
|
| 1953 |
Germantown Academy |
|
| 1954 |
William Penn Charter |
|
| 1955 |
William Penn Charter |
|
| 1956 |
William Penn Charter |
|
| 1957 |
William Penn Charter |
|
| 1958 |
William Penn Charter |
|
| 1959 |
Germantown Academy & William Penn Charter |
Shared Title |
| 1960 |
William Penn Charter |
|
| 1961 |
William Penn Charter |
|
| 1962 |
William Penn Charter |
|
| 1963 |
William Penn Charter |
|
| 1964 |
William Penn Charter |
|
| 1965 |
William Penn Charter |
|
| 1966 |
Chestnut Hill Academy & Germantown Academy |
Shared Title |
| 1967 |
William Penn Charter |
|
| 1968 |
Germantown Academy |
|
| 1969 |
William Penn Charter |
|
| 1970 |
Haverford School |
|
| 1971 |
Haverford School |
|
| 1972 |
Germantown Academy |
|
| 1973 |
Chestnut Hill Academy & William Penn Charter |
Shared Title |
| 1974 |
Germantown Academy |
|
| 1975 |
William Penn Charter |
|
| 1976 |
Germantown Academy |
|
| 1977 |
William Penn Charter |
|
| 1978 |
William Penn Charter |
|
| 1979 |
Germantown Academy, Haverford School & William Penn Charter |
Shared Title |
| 1980 |
Malvern Prep |
|
| 1981 |
William Penn Charter |
|
| 1982 |
Malvern Prep |
|
| 1983 |
Malvern Prep |
|
| 1984 |
Malvern Prep |
|
| 1985 |
Malvern Prep & William Penn Charter |
Shared Title |
| 1986 |
William Penn Charter |
|
| 1987 |
Malvern Prep & William Penn Charter |
Shared Title |
| 1988 |
Malvern Prep & William Penn Charter |
Shared Title |
| 1989 |
Chestnut Hill Academy |
|
| 1990 |
Germantown Academy |
|
| 1991 |
Germantown Academy & Haverford School |
Shared Title |
| 1992 |
Malvern Prep |
|
| 1993 |
Malvern Prep |
|
| 1994 |
William Penn Charter |
|
| 1995 |
William Penn Charter |
|
| 1996 |
Germantown Academy |
|
| 1997 |
William Penn Charter |
|
| 1998 |
Malvern Prep |
|
| 1999 |
Episcopal Academy |
|
| 2000 |
Episcopal Academy & Haverford School |
Shared Title |
| 2001 |
Malvern Prep |
|
| 2002 |
Malvern Prep |
|
| 2003 |
Germantown Academy |
|
| 2004 |
Germantown Academy |
|
| 2005 |
William Penn Charter |
|
| 2006 |
Germantown Academy & Malvern Prep |
Shared Title |
| 2007 |
Chestnut Hill Academy & Malvern Prep |
Shared Title |
| 2008 |
Malvern Prep |
|
| 2009 |
William Penn Charter |
|
| 2010 |
Haverford School |
|
| 2011 |
Malvern Prep |
|
| 2012 |
Malvern Prep |
|
| 2013 |
Malvern Prep |
|
| 2014 |
Malvern Prep & William Penn Charter |
Shared Title |
| 2015 |
Malvern Prep |
|
| 2016 |
Malvern Prep & Springside Chestnut Hill Academy |
Shared Title |
| 2017 |
William Penn Charter |
|
| 2018 |
Malvern Prep |
|
| 2019 |
Springside Chestnut Hill Academy |
|
| 2020 |
Season Cancelled due to COVID-19 Pandemic |
|
| 2021 |
No Champion Named due to COVID-19 Pandemic |
|
| 2022 |
Malvern Prep |
|
| 2023 |
Malvern Prep & Springside Chestnut Hill Academy |
Shared Title |
| 2024 |
Malvern Prep |
|
| 2025 |
Malvern Prep |
|
| 2026 |
Malvern Prep |
|