*Represented league in City Title game*
| Year | School |
| 2024 | 6A-Imhotep Charter |
| 2024 | 5A-Frankford |
| 2024 | 4A-West Philadelphia |
| 2024 | 3A- Simon Gratz |
| 2024 | 2A-Kipp-DuBois |
| 2024 | 1A-Belmont Charter |
| 2023 | 6A-Abraham Lincoln |
| 2023 | 5A-Imhotep Charter |
| 2023 | 4A-John Bartram |
| 2023 | 3A-Kipp DuBois |
| 2023 | 2A-None |
| 2023 | 1A-Belmont Charter |
| 2022 | 6A-Northeast |
| 2022 | 5A-Imhotep Charter |
| 2022 | 4A-John Bartram |
| 2022 | 3A-Kipp DuBois |
| 2022 | 2A-None |
| 2022 | 1A-Belmont Charter |
| 2021 | 6A-Northeast |
| 2021 | 5A-Imhotep Charter |
| 2021 | 4A-John Bartram |
| 2021 | 3A-Kipp DuBois |
| 2021 | 2A-None |
| 2021 | 1A-Belmont Charter |
| 2020 | 6A-Covid-19 |
| 2020 | 5A-Covid-19 |
| 2020 | 4A-Covid-19 |
| 2020 | 3A-Covid-19 |
| 2020 | 2A-Covid-19 |
| 2019 | 6A-Northeast |
| 2019 | 5A-Martin Luther King |
| 2019 | 4A-Imhotep Charter |
| 2019 | 3A-School of the Future |
| 2019 | 2A-None |
| 2018 | 6A-Northeast |
| 2018 | 5A-Simon Gratz |
| 2018 | 4A-Imhotep Charter |
| 2018 | 3A-School of the Future |
| 2018 | 2A-None |
| 2017 | 6A-Northeast |
| 2017 | 5A-Simon Gratz |
| 2017 | 4A-Imhotep Charter |
| 2017 | 3A-School of the Future |
| 2017 | 2A-Strawberry Mansion |
| 2016 | 6A-Northeast |
| 2016 | 5A-Simon Gratz |
| 2016 | 4A-Imhotep Charter |
| 2016 | 3A-Delaware Valley Charter |
| 2016 | 2A-Strawberry Mansion |
| 2015 | 4A-Simon Gratz |
| 2015 | 3A-Imhotep Charter |
| 2015 | 2A-Delaware Valley Charter |
| 2015 | 1A-None |
| 2014 | 4A-Benjamin Franklin |
| 2014 | 3A-Imhotep Charter |
| 2014 | 2A-Prep Charter |
| 2014 | 1A-None |
| 2013 | 4A-Frankford |
| 2013 | 3A-Martin Luther King |
| 2013 | 2A-Imhotep Charter |
| 2013 | 1A-None |
| 2012 | 4A-Frankford |
| 2012 | 3A-Edward Bok Vo-Tech |
| 2012 | 2A-Imhotep Charter |
| 2012 | 1A-None |
| 2011 | 4A-George Washington |
| 2011 | 3A-Murrell Dobbins |
| 2011 | 2A-Edwards Bok Vo-Tech |
| 2011 | 1A-None |
| 2010 | 4A-Northeast |
| 2010 | 3A-Murrell Dobbins |
| 2010 | 2A-Edwards Bok Vo-Tech |
| 2010 | 1A-None |
| 2009 | 4A-George Washington |
| 2009 | 3A-Simmon Gratz |
| 2009 | 2A-Edwards Bok Vo-Tech |
| 2009 | 1A-Delaware Valley Charter |
| 2008 | 4A-George Washington |
| 2008 | 3A-Dobbins |
| 2008 | 2A-Edwards Bok Vo-Tech |
| 2008 | 1A-Communication Tech |
| 2007 | George Washington |
| 2006 | Frankford |
| 2005 | Frankford |
| 2004 | George Washington |
| 2003 | Frankford |
| 2002 | Frankford |
| 2001 | George Washington |
| 2000 | George Washington |
| 1999 | Germantown |
| 1998 | Jules Mastbaum |
| 1997 | Frankford |
| 1996 | Frankford |
| 1995 | George Washington |
| 1994 | George Washington |
| 1993 | Murrell Dobbins |
| 1992 | George Washington |
| 1991 | George Washington |
| 1990 | Jules Mastbaum |
| 1989 | George Washington |
| 1988 | Central |
| 1987 | Frankford |
| 1986 | Frankford |
| 1985 | Central |
| 1984 | Frankford |
| 1983 | Northeast |
| 1982 | Germantown |
| 1981 | Frankford |
| 1980 | Frankford |
| 1979 | Abraham Lincoln |
| 1978 | Frankford |
| 1977 | Abraham Lincoln |
| 1976 | John Bartram |
| 1975 | Frankford |
| 1974 | Central |
| 1973 | Frankford |
| 1972 | Frankford |
| 1971 | Frankford |
| 1970 | Central |
| 1969 | Frankford |
| 1968 | Northeast |
| 1967 | Central |
| 1966 | Ben Franklin |
| 1965 | Southern |
| 1964 | Frankford |
| 1963 | Roxborough |
| 1962 | Southern |
| 1961 | Southern |
| 1960 | Frankford |
| 1959 | Central |
| 1958 | Abraham Lincoln |
| 1957 | Roxborough |
| 1956 | Abraham Lincoln |
| 1955 | Northeast |
| 1954 | *Frankford*/Edward Bok |
| 1953 | Northeast |
| 1952 | *Abraham Lincoln*/Edward Bok |
| 1951 | Edward Bok |
| 1950 | Edward Bok |
| 1949 | Gratz |
| 1948 | Frankford |
| 1947 | Frankford |
| 1946 | Northeast |
| 1945 | Southern |
| 1944 | Southern |
| 1943 | Northeast |
| 1942 | Northeast |
| 1941 | West Phila. |
| 1940 | Frankford |
| 1939 | Northeast |
| 1938 | Central |
| 1937 | Northeast |
| 1936 | Frankford |
| 1935 | Northeast |
| 1934 | West Phila. |
| 1933 | Frankford |
| 1932 | West Phila. |
| 1931 | Central |
| 1930 | Central |
| 1929 | Central |
| 1928 | West Phila. |
| 1927 | West Phila. |
| 1926 | Germantown |
| 1925 | Germantown |
| 1924 | Germantown |
| 1923 | Germantown |
| 1922 | Frankford |
| 1921 | Frankford |
| 1920 | Central |
| 1919 | Central |
| 1918 | Central |
| 1917 | Northeast |
| 1916 | Southern |
