| A Conference | |
| 2016 | McDonogh |
| 2015 | Calvert Hall |
| 2014 | Loyola Blakefield |
| 2013 | Calvert Hall |
| 2012 | McDonogh |
| 2011 | Calvert Hall |
| 2010 | Loyola Blakefield |
| 2009 | Loyola Blakefield |
| 2008 | Calvert Hall |
| 2007 | Calvert Hall |
| 2006 | Calvert Hall |
| 2005 | Calvert Hall |
| 2004 | Calvert Hall |
| 2003 | Calvert Hall |
| 2002 | Calvert Hall |
| 2001 | Calvert Hall |
| 2000 | Gilman |
