| A DUAL MEETS | B DUAL MEETS | MIAA TOURNAMENT | |||
| 2016-17 | Mount St. Joseph | Mount Carmel | |||
| 2015-16 | Mount St. Joseph | Mount Carmel | McDonogh | ||
| 2014-15 | McDonogh | St. Vincent Pallotti | John Carroll | ||
| 2013-14 | McDonogh | St. Vincent Pallotti | McDonogh | ||
| 2012-13 | McDonogh | St. Mary’s | McDonogh | ||
| 2011-12 | McDonogh | St. Mary’s | McDonogh | ||
| 2010-11 | Archbishop Spalding | St. Paul’s | Archbishop Spalding | ||
| 2009-10 | Mount St. Joseph | St. Vincent Pallotti | Mount St. Joseph | ||
| 2008-09 | Mount St. Joseph | St. Vincent Pallotti | Mount St. Joseph | ||
| 2007-08 | McDonogh | St. Vincent Pallotti | McDonogh | ||
| 2006-07 | McDonogh | John Carroll | McDonogh | ||
| 2005-06 | McDonogh | St. Mary’s | McDonogh | ||
| 2004-05 | Mount St. Joseph | Archbishop Spalding | Mount St. Joseph | ||
| 2003-04 | Mount St. Joseph | Archbishop Spalding St. Paul’s | Mount St. Joseph | ||
| 2002-03 | Mount St. Joseph | St. Vincent Pallotti | Mount St. Joseph | ||
| 2001-02 | Archbishop Curley | John Carroll | Archbishop Curley | ||
| 2000-01 | McDonogh | Annapolis Area Christian < /td> | McDonogh | ||
| 1999-00 | McDonogh | Annapolis Area Christian | McDonogh | ||
| 1998-99 | Archbishop Curley | Annapolis Area Christian | Archbishop Curley | ||
| 1997-98 | Archbishop Curley | — | Calvert Hall | ||
| 1996-97 | Mount St. Joseph | — | Mount St. Joseph | ||
| 1995-96 | Mount St. Joseph | — | Mount St. Jospeh |
