In 2024, there was one SCC football league. 

2024 – Daniel Hand (8-0)

From 2016 to 2023, the SCC used a three-tier structure.  

Tier 1

2023 – North Haven (5-1)

2022 – Fairfield Prep (6-0)

2021 – Fairfield Prep (5-0), Shelton (3-1)

2020 – season cancelled due to COVID-19

2019 – Daniel Hand (4-0), Shelton (4-1), Fairfield Prep (3-2)

2018 – Shelton (6-0), Fairfield Prep (5-1), North Haven (3-2)

2017 – Shelton (4-1), West Haven (4-2)

2016 – West Haven (7-0)

Tier 2

2023 – Daniel Hand (6-0)

2022 – West Haven (6-0)

2021 – Hamden (4-0), West Haven (4-2), Sheehan (3-1)

2020 – season cancelled due to COVID-19

2019 – Cheshire (4-0), Sheehan (3-1), Hamden (3-1)

2018 – Daniel Hand (5-0), Amity Regional (4-1), Hillhouse (3-3)

2017 – Daniel Hand (5-0), Wilbur Cross (4-1)

2016 – Hillhouse (4-0)

Tier 3

2022 – Jonathan Law, Foran, Guilford (5-1)

2021 – Branford (4-1), Jonathan Law (4-1), Guilford (3-1)

2020 – season cancelled due to COVID-19

2019 – East Haven (4-1), Branford (4-1), Lyman Hall (3-2)

2018 – Sheehan (6-0), Jonathan Law (4- 1), Guilford (3-2)

2017 – Sheehan (6-0, Guilford (4-1)

2016 – Sheehan (5-1)

From 2004 to 2015, the SCC realigned its divisions, changing from three to four.

Division I East
2015 – Notre Dame (4-0)
2014 – Notre Dame, Cheshire (3-1)
2013 – West Haven (4-0)
2012 – Hand (4-0)
2011 – Hand (4-0)
2010 – Hand, West Haven, Notre Dame (3-1)
2009 – Notre Dame (4-0)
2008 – Cheshire (4-0)
2007 – Hand (4-0)
2006 – Cheshire, West Haven (3-1)
2005 – West Haven (4-0)
2004 – Hand (4-0)

Division I West
2015 – Shelton (4-0)
2014 – Shelton (4-0)
2013 – Fairfield Prep (4-0)
2012 – Xavier (4-0)
2011 – Xavier (4-0)
2010 – Xavier (4-0)
2009 – Xavier (4-0)
2008 – Hamden (3-1)
2007 – Shelton (4-0)
2006 – Fairfield Prep, Shelton (3-1)
2005 – Xavier (4-0)
2004 – Xavier (4-0)

Division II East
2015 – North Haven (3-0)
2014 – North Haven (3-0)
013 – North Haven (3-0)
2012 – North Haven (3-0)
2011 – North Haven (3-0)
2010 – North Haven (3-0)
2009 – North Haven (3-0)
2008 – Foran (4-0)
2007 – North Haven (4-0)
2006 – North Haven (4-0)
2005 – Derby, Sheehan (3-1)
2004 – Foran (3-1)

Division II West
2015 – Hillhouse (4-0)
2014 – Branford, Hillhouse, Jonathan Law (3-1)
2013 – Guilford (4-0)
2012 – Hillhouse (4-0)
2011 – Hillhouse (4-0)
2010 – Lyman Hall (4-0)
2009 – Branford/Hillhouse (3-1)
2008 – Hillhouse (4-0)
2007 – Jonathan Law (4-0)
2006 – Hillhouse (4-0)
2005 – Hillhouse (4-0)
2004 – Branford (4-0)

From 1994-2003, the SCC had three divisions (Hammonasset, Housatonic and Quinnipiac).

Housatonic Division
2003 – Shelton (5-0)
2002 – Amity, Shelton (4-1)
2001 – Shelton (5-0)
2000 – Shelton (5-0)
1999 – Cheshire (4-0-1)
1998 – Amity, Cheshire (4-1)
1997 – Amity, Cheshire (4-1)
1996 – Cheshire (4-1)
1995 – Cheshire (5-0)
1994 – Cheshire (5-0)

Quinnipiac Division
2003 – West Haven (5-0)
2002 – West Haven (5-0)
2001 – West Haven (5-0)
2000 – Xavier, Notre Dame (4-1)
1999 – Fairfield Prep (5-0)
1998 – Hamden (5-0)
1997 – West Haven (4-0-1)
1996 – Hamden, Notre Dame (4-1)
1995 – Fairfield Prep (4-1)
1994 – West Haven (5-0)

Hammonasset Division
2003 – Hand (5-0)
2002 – Hand (5-0)
2001 – North Haven (4-1)
2000 – Hand (5-0)
1999 – North Haven, Hand, Guilford (4-1)
1998 – North Haven, Hand, Guilford (4-1)
1997 – Hand (5-0)
1996 – Hand (5-0)
1995 – Hand (4-1)
1994 – Hand (4-0-1)