In 2020, the league had to regionalize into three divisions.
Division A: Amity Regional (9-0)
Division B: Cheshire (9-1)
Division C: Guilford (9-0)
In 2004, the SCC moved to a four-divisional format.
Housatonic
2022 – Amity Regional (8-0)
2021 – North Haven (7-1)
2019 – Guilford, Shelton (7-1)
2018 – Amity Regional (8-0)
2017 – Amity Regional (8-0)
2016 – Amity Regional/Shelton (7-1)
2015 – Amity Regional/Cheshire (7-1)
2014 – Cheshire (8-0)
2013 – Cheshire (8-0)
2012 – Cheshire/Amity (7-1)
2011 – Cheshire (8-0)
2010 – Shelton/Cheshire (7-1)
2009 – Shelton/Cheshire (7-1)
2008 – Cheshire (7-1)
2007 – Amity (7-1)
2006 – Shelton (7-1)
2005 – Shelton (7-1)
2004 – Amity (8-0)
Quinnipiac
2022 – Guilford (7-1)
2021 – Mercy (8-0)
2019 – East Haven (8-0)
2018 – Hamden (7-1)
2017 – Foran, Branford, Lauralton Hall (6-2)
2016 – Foran (7-1)
2015 – Mercy, Sacred Heart Academy (6-2)
2014 – Mercy (8-0)
2013 – Mercy (6-0)
2012 – Mercy (6-0)
2011 – Mercy (6-0)
2010 – Mercy (6-0)
2009 – Sacred Heart Academy (6-0)
2008 – Sacred Heart Academy (6-0)
2007 – Sacred Heart Academy (6-0)
2006 – Mercy (6-0)
2005 – Mercy, West Haven (4-2)
2004 – Hamden (5-1)
Hammonasset
2022 – Cheshire, Shelton (7-1)
2021 – Cheshire (8-0)
2019 – Cheshire (8-0)
2018 – Cheshire (8-0)
2017 – Cheshire (8-0)
2016 – Cheshire (8-0)
2015 – Guilford, Daniel Hand, Foran (6-2)
2014 – Foran (8-0)
2013 – Foran (7-1)
2012 – Foran (8-0)
2011 – Guilford (7-1)
2010 – Jonathan Law (8-0)
2009 – Jonathan Law (7-1)
2008 – Jonathan Law (8-0)
2007 – Jonathan Law, Hand (7-1)
2006 – Jonathan Law (8-0)
2005 – Jonathan Law (7-1)
2004 – Jonathan Law (8-0)
Oronoque
2022 – North Haven (8-0)
2021 – Amity Regional (8-0)
2019 – Jonathan Law, Amity Regional (7-1)
2018 – Guilford (8-0)
2017 – Guilford (8-0)
2016 – Daniel Hand (7-1)
2015 – Branford, East Haven (7-1)
2014 – East Haven (7-1)
2013 – Branford (8-0)
2012 – East Haven (7-1)
2011 – Branford (7-1)
2010 – Wilbur Cross (8-0)
2009 – East Haven (7-1)
2008 – Branford (8-0)
2007 – North Haven, Branford, East Haven (6-2)
2006 – East Haven (8-0)
2005 – East Haven (8-0)
2004 – East Haven, Branford (7-1)
1994-2003 – the league used a three-divisional format.
Hammonasset
2003 – Branford (10-0)
2002 – Branford (9-1)
2001 – Branford (10-0)
2000 – Branford (10-0)
1999 – Guilford (9-1)
1998 – Guilford (10-0)
1997 – Branford (8-0)
1996 – Branford (8-0)
1995 – North Haven (7-1)
1994 – North Haven, Guilford (7-1)
Quinnipiac
2003 – Sacred Heart, Hamden (6-2)
2002 – West Haven, Mercy (7-1)
2001 – Mercy (7-1)
2000 – Hamden (8-0)
1999 – Mercy (8-0)
1998 – Mercy (8-0)
1997 – Mercy (8-0)
1996 – Mercy (8-0)
1995 – Sacred Heart (7-0)
1994 – Sacred Heart (8-0)
Housatonic
2003 – Amity, Cheshire (9-1)
2002 – Cheshire, Sheehan, Amity (8-2)
2001 – Amity (9-1)
2000 – Sheehan (10-0)
1999 – Cheshire (10-0)
1998 – Amity, Cheshire (7-1)
1997 – Amity, Cheshire (7-1)
1996 – Cheshire (8-0)
1995 – Amity (8-0)
1994 – Amity (8-0)
Fairfield Prep Captures 2022 SCC Baseball Playoff Title
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Notre Dame Captures 2022 SCC Boys Basketball Title