| A CONFERENCE | | B CONFERENCE | | C CONFERENCE |
| 2010 | Mount de Sales | | John Carroll | | Friends |
| 2009 | Mount de Sales
| | John Carroll | | St. Timothy’s
|
| 2008 | Mount de Sales | | Notre Dame Prep | | Beth Tfiloh
|
| 2007 | St. Paul’s School for Girls | | Mercy
| | Annapolis Area Christian
|
| 2006 | Archbishop Spalding
| | Bryn Mawr
| | Annapolis Area Christian
|
| 2005 | St. Paul’s School for Girls | | Notre Dame Prep
| | Oldfields School |
| |
| 2004 | Institute of Notre Dame | | Notre Dame Prep
| | Towson Catholic |
| 2003 | John Carroll
| | St. Paul’s School for Girls
| | Roland Park Country |
| 2002 | McDonogh
| | John Carroll | | St. Paul’s School for Girls |
| |
| 2001 | McDonogh
| | Mount de Sales | | — |
| 2000 | McDonogh | | Mount Carmel | | —
|
| 1999 | Friends School | | St. John’s Catholic Prep
| | — |
