2020 - Div. 1: Xavier (6-0); Div. 2: Greater New Haven co-op (5-0)

2019 - Div. 1: Fairfield Prep (6-0); Div. 2: Sheehan (6-0)

2018 - Div. 1: Fairfield Prep (6-0); Div. 2: Sheehan (7-0)

2017 - Div. 1: Fairfield Prep (7-0); Div. 2: Hamden (7-0)

2014 - Div. 1: Fairfield Prep (6-0); Div. 2: Lyman Hall (7-0)

2013 - Div. 1: Fairfield Prep (6-0); Div. 2: Lyman Hall (6-1)

2012 - Div. 1: Fairfield Prep (6-0); Div. 2: Lyman Hall (7-0)

2011 - Div. 1: Fairfield Prep (6-0); Div. 2:  Shelton (7-0)

2010 - Fairfield Prep (12-0)

2009 - Fairfield Prep (12-0)

2008 - Group 1 - Fairfield Prep (6-0); Group 2 - North Haven/Foran (4-1)

2007 - Fairfield Prep (12-0)

2006 - Fairfield Prep (6-0)

2005 - Fairfield Prep (13-0)
2004 - Notre Dame (12-0)
2003 - Notre Dame (11-0)
2002 - Cheshire (11-0)
2001 - Cheshire (12-0)
2000 - Cheshire (11-0)
1999 - Cheshire (12-0)
1998 - Cheshire (11-0)
1997 - Cheshire (11-1)
1996 - Cheshire (10-0)
1995 - Cheshire (13-0)