| 2024 | John Carroll | Maryvale | St. Timothy's |
| 2023 | Archbishop Spalding | Notre Dame Prep | Concordia Prep |
| 2022 | Archbishop Spalding | The Catholic High School of Baltimore | Beth Tfiloh |
| 2021 | Archbishop Spalding | Mercy High School | Friends School |
| 2019 | Archbishop Spalding | St. Paul’s School for Girls | Our Lady of Mount Carmel |
| 2018 | McDonogh School | Chapelgate Christian Academy | Friends School |
| 2017 | John Carroll | Maryvale Prep | Our Lady of Mt. Carmel |
| 2016 | Archbishop Spalding | Maryvale Prep | St. John's Catholic Prep |
| 2015 | Archbishop Spalding | Bryn Mawr | Roland Park Country |
| 2014 | Seton Keough | McDonogh | Roland Park Country |
| 2013 | Mount de Sales | Annapolis Area Christian | Baltimore Lutheran |
| 2012 | Seton Keough | Notre Dame Prep | St. Paul's School for Girls |
| 2011 | Archbishop Spalding | Catholic High | St. Paul's School for Girls |
| 2010 | Archbishop Spalding | Maryvale Prep | Bryn Mawr |
| 2009 | Seton Keough | Maryvale Prep | Park School |
| 2008 | Archbishop Spalding | McDonogh | Towson Catholic |
| 2007 | Seton Keough | Maryvale Prep | Towson Catholic |
| 2006 | Archbishop Spalding | Maryvale Prep | St. John's Catholic Prep |
| 2005 | Archbishop Spalding | Maryvale Prep | Friends |
| 2004 | Mount de Sales | Catholic High | Friends |
| 2003 | Seton Keough | Baltimore Lutheran | Park |
| 2002 | Archbishop Spalding | Baltimore Lutheran | Maryvale Prep |
| 2001 | McDonogh | Baltimore Lutheran | Park |
| 2000 | Archbishop Spalding | Baltimore Lutheran | St. Timothy's |
