| A CONFERENCE | B CONFERENCE | ||
| 2010 | Roland Park Country | Friends School | |
| 2009 | Roland Park Country | McDonogh | |
| 2008 | Bryn Mawr Roland Park Country | St. Paul’s School for Girls | |
| 2007 | Bryn Mawr Notre Dame Prep | Severn School | |
| 2006 | Bryn Mawr | Severn School | |
| 2005 | Bryn Mawr Roland Park Country | Glenelg Country | |
| 2004 | St. Paul’s School for Girls | Friends School | |
| 2003 | Bryn Mawr | Friends School | |
| 2002 | Roland Park Country | Park School | |
| 2001 | McDonogh | St. Paul’s School for Girls | |
| 2000 | McDonogh | St. Paul’s School for Girls | |
| 1999 | McDonogh | — |
