|A CONFERENCE||B CONFERENCE||C CONFERENCE|
|2016||St. Frances||St. Vincent Pallotti||St. John’s Catholic Prep|
|2015||Gilman||John Carroll||Annapolis Area Christian|
|Archbishop Curley||St. Vincent Pallotti|
|2013||McDonogh||St. Paul’s||St. John’s Catholic Prep|
|2012||Gilman||St. Paul’s||St. Frances|
|2011||Gilman||Annapolis Area Christian||St. Frances|
|2010||Calvert Hall||Archbishop Spalding||Annapolis Area Christian|
|2009||Gilman||Archbishop Spalding||Annapolis Area Christian|
|2008||Loyola Blakefield||St. Mary’s||St. John’s Catholic Prep|
|2007||Mount St. Joseph|
|St. Mary’s||Baltimore Lutheran|
St. John’s Catholic Prep
|2004||Gilman||Archbishop Curley||St. Vincent Pallotti|
|2003||Loyola Blakefield||Archbishop Curley|
Mount St. Joseph
|1995||Mount St. Joseph|
- From 2000 through 2002 the MIAA B Conference was divided into Gold & Silver divisions, with each division crowning its own champion.
- The MIAA did not field a C Conference from 1995 through 2002, nor 2005 and 2006.
- The MIAA began conducting a championship game in the B Conference in 2005 and has had a championship game in that conference each year since.
- The first ever championship games for the MIAA A and C Conferences were conducted in 2011.
- The MIAA held a championship game in the MIAA A Conference in 2011 and 2012, but discontinued it prior to the 2013 season, reverting back to best record to determine the league champion. At the same time, the league discontinued a rule that would break ties for the best record via head-to-head results. Starting in 2013, all teams tied for the best record are declared co-champions.