2024 – SCC/SWC Regular-season Champions

Division I: Notre Dame-WH (3-0)
Division II: Cheshire (10-1)
Division III: Masuk, New Milford (5-1)

2023 – SCC/SWC Regular-season Champions

Division I: Notre Dame-WH (5-0)
Division II: North Haven (9-1)
Division III: Masuk (6-0)

2022 – SCC/SWC Regular-season Champions

Division I: Notre Dame-WH (6-0)
Division II: Lyman Hall, North Haven (9-1)
Division III: JBWA, New Milford (5-1)

2021 – SCC/SWC Regular-season Champions

Division I: Fairfield Prep (6-0)
Division II: Lyman Hall (8-1)
Division III: BBD (5-0)

2020 – SCC/SWC Regular-season Champions

Division I: Fairfield Prep (6-0)
Division II: Branford (9-0)
Division III: Sheehan (7-0)

2019 – SCC/SWC Regular-season Champions

Division I: Fairfield Prep (6-0)
Division II: Branford (6-1)
Division III: Lyman Hall/HK (9-0)

2018 – SCC/SWC Regular-season Champions

Division I: Fairfield Prep (6-0)
Division II: Guilford (9-1)
Division III: Lyman Hall/HK (7-0)

2017 – SCC/SWC Regular-season Champions

Division I: Notre Dame (3-1-1)
Division II: East Haven (10-1)
Division III: Masuk, Lyman Hall/HK (5-1)

2016 – SCC/SWC Regular-season Champions

Division I: Fairfield Prep (5-0)
Division II: North Branford (9-1)
Division III: Lyman Hall/HK, NFI (7-0)

2015 – SCC/SWC Regular Season Champions

Division I: Hamden, Notre Dame (3-1-1)
Division II: Branford (9-0-1)
Division III: Masuk (7-0)

2014 – SCC/SWC Regular Season Champions

Division I: Notre Dame-Fairfield, Notre Dame-West Haven, Fairfield Prep (5-1)
Division II: Branford (8-1-1)
Division III: Newtown (6-0)

Division I
2013 – Fairfield Prep (7-0)
2012 – Fairfield Prep (7-1)
2011 – Hamden (5-1-1)
2010 – West Haven, Fairfield Prep (5-1)
2009 – Hamden (7-0)
2008 – East Haven (6-1)
2007 – Fairfield Prep (7-0-1)
2006 – Fairfield Prep (7-1)
2005 – Fairfield Prep (5-1-1)
2004 – Fairfield Prep (6-0)
2003 – Notre Dame (7-0)
2002 – West Haven (5-1)
2001 – Fairfield Prep (5-0-1)
2000 – West Haven (4-1-1)
1999 – Fairfield Prep (12-0)
1998 – Hamden (8-1-1)
1997 – Fairfield Prep (9-0-1)
1996 – Notre Dame (9-1)
1995 – Fairfield Prep (5-1)

Division II
2013 – Daniel Hand (5-1-1)
2012 – Daniel Hand (5-0)
2011 – Guilford (6-0)
2010 – Amity (8-0)
2009 – Cheshire (7-0)
2008 – Amity (7-0)
2007 – Amity (5-1)
2006 – Amity (5-1)
2005 – Branford (7-0)
2004 – North Haven (6-1)
2003 – Xavier, North Haven, Branford (4-1)
2002 – Lyman Hall (5-0)
2001 – Lyman Hall (5-0)
2000 – Branford (3-1)
1999 – Cheshire (9-0)
1998 – East Haven (6-0)
1997 – East Haven (6-0)
1996 – East Haven (6-0)
1995 – Lyman Hall, Amity (10-2)