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| All-Time Football Championship Game Results |
| Sponsored By: |
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Sorted By Year
| 2023 | L | New Canaan | Darien | 28-21 |
| 2023 | LL | Staples | West Haven | 21-20 |
| 2023 | M | Daniel Hand | Rockville | 57-20 |
| 2023 | MM | North Haven | Wilton | 21-0 |
| 2023 | S | Bloomfield | Cromwell/Portland | 42-20 |
| 2023 | SS | Joel Barlow | Watertown | 21-20 |
| 2022 | L | New Canaan | Maloney | 16-13 |
| 2022 | LL | Greenwich | Fairfield Prep | 37-17 |
| 2022 | M | Notre Dame-West Haven | Berlin | 35-8 |
| 2022 | MM | North Haven | Killingly | 51-34 |
| 2022 | S | Ansonia | Bloomfield | 28-21 |
| 2022 | SS | Joel Barlow | Valley Regional/Old Lyme | 61-6 |
| 2021 | L | Maloney | Windsor | 35-21 |
| 2021 | LL | Darien | Fairfield Prep | 42-7 |
| 2021 | M | Killingly | Rockville | 28-14 |
| 2021 | S | Cromwell/Portland | Bloomfield | 21-6 |
| 2019 | L | St. Joseph | Daniel Hand | 17-13 |
| 2019 | LL | Newtown | Darien | 13-7 |
| 2019 | M | Weston | Killingly | 27-6 |
| 2019 | S | Sheehan | Bloomfield | 64-33 |
| 2018 | L | Daniel Hand | Maloney | 54-14 |
| 2018 | LL | Greenwich | New Canaan | 34-0 |
| 2018 | M | St. Joseph | Berlin | 70-18 |
| 2018 | S | Bloomfield | Haddam-Killingworth | 25-7 |
| 2017 | L | Daniel Hand | Masuk | 35-21 |
| 2017 | LL | Darien | Greenwich | 31-22 |
| 2017 | M | Killingly | Joel Barlow | 41-14 |
| 2017 | S | St. Joseph | Ansonia | 42-36 |
| 2016 | L | New Canaan | Windsor | 35-20 |
| 2016 | LL | Darien | Ridgefield | 28-7 |
| 2016 | M | Hillhouse | St. Joseph | 42-21 |
| 2016 | S | Ansonia | Rocky Hill | 28-21 |
| 2015 | L | New Canaan | North Haven | 42-35 |
| 2015 | LL | Darien | Shelton | 39-7 |
| 2015 | M | Brookfield | New Fairfield | 21-14 |
| 2015 | S | Bloomfield | Ansonia | 31-20 |
| 2014 | L-Large | New Canaan | Darien | 21-20 |
| 2014 | L-Small | Windsor | Notre Dame-West Haven | 38-16 |
| 2014 | LL-Large | Southington | Norwich Free Academy | 49-0 |
| 2014 | LL-Small | Xavier | Shelton | 28-27 (OT) |
| 2014 | M-Large | Brookfield | Berlin | 14-0 |
| 2014 | M-Small | St. Joseph | Ledyard | 37-7 |
| 2014 | S-Large | Valley Regional/Old Lyme | Ansonia | 21-20 |
| 2014 | S-Small | Capital/Achievement | North Branford | 20-13 |
| 2013 | L | New Canaan | Darien | 44-12 |
| 2013 | LL | Southington | Fairfield Prep | 52-34 |
| 2013 | M | St. Joseph | Brookfield | 54-16 |
| 2013 | S | Ansonia | Woodland | 51-12 |
| 2012 | L | Daniel Hand | Windsor | 23-6 |
| 2012 | LL | Xavier | Norwich Free Academy | 48-14 |
| 2012 | M | Hillhouse | Berlin | 34-12 |
| 2012 | S | Ansonia | North Branford | 59-26 |
| 2011 | L | Daniel Hand | New Canaan | 34-10 |
| 2011 | LL | Xavier | Staples | 42-7 |
| 2011 | M | Ansonia | Ledyard | 38-0 |
| 2011 | S | Holy Cross | Cromwell | 34-27 |
| 2010 | L | Masuk | New Canaan | 50-20 |
| 2010 | LL | Xavier | Trumbull | 24-13 |
| 2010 | M | Hillhouse | New London | 7-0 |
| 2010 | S | St. Joseph | Ansonia | 49-28 |
| 2009 | L | Notre Dame-West Haven | Pomperaug | 28-21 |
| 2009 | LL | Cheshire | Staples | 28-21 (OT) |
| 2009 | M | Berlin | Bethel | 46-6 |
| 2009 | MM | New Canaan | East Lyme | 28-0 |
| 2009 | S | Hyde Leadership | Northwest Catholic | 21-0 |
| 2009 | SS | St. Joseph | Montville | 14-3 |
| 2008 | L | Masuk | Newington | 56-13 |
| 2008 | LL | Glastonbury | Cheshire | 28-14 |
| 2008 | M | Brookfield | Ledyard | 16-14 |
| 2008 | MM | New Canaan | Darien | 26-7 |
| 2008 | S | Cromwell | Ansonia | 14-12 |
| 2008 | SS | New London | Seymour | 27-18 |
| 2007 | L | Bunnell | Masuk | 22-14 |
| 2007 | LL | Greenwich | Shelton | 28-14 |
| 2007 | M | Ledyard | Berlin | 21-14 |
| 2007 | MM | New Canaan | Daniel Hand | 34-30 |
| 2007 | S | Ansonia | New London | 35-0 |
| 2007 | SS | Seymour | Tolland | 44-34 |
| 2006 | L | Bunnell | Staples | 28-26 |
| 2006 | LL | Greenwich | Southington | 28-7 |
| 2006 | M | Hillhouse | Windham | 28-6 |
| 2006 | MM | New Canaan | Maloney | 53-21 |
| 2006 | S | Ansonia | Bloomfield | 34-12 |
| 2006 | SS | Holy Cross | Stratford | 40-0 |
| 2005 | L | Staples | Masuk | 31-6 |
| 2005 | LL | Xavier | Southington | 45-30 |
| 2005 | M | Daniel Hand | Hillhouse | 34-0 |
| 2005 | MM | Branford | East Lyme | 14-7 |
| 2005 | S | Hyde Leadership | New London | 31-13 |
| 2005 | SS | Woodland | Brookfield | 19-13 |
| 2004 | L | Staples | East Lyme | 35-7 |
| 2004 | LL | New Britain | Greenwich | 39-34 |
| 2004 | M | Daniel Hand | Brookfield | 35-6 |
| 2004 | MM | Pomperaug | Branford | 30-7 |
| 2004 | S | Hyde Leadership | Cromwell | 14-7 |
| 2004 | SS | Woodland | Holy Cross | 35-0 |
| 2003 | L | Shelton | Staples | 35-18 |
| 2003 | LL | New Britain | West Haven | 13-0 |
| 2003 | M | Daniel Hand | Ledyard | 28-0 |
| 2003 | MM | East Lyme | Masuk | 17-14 |
| 2003 | S | Ansonia | Cromwell | 55-0 |
| 2003 | SS | Bloomfield | Brookfield | 34-14 |
| 2002 | L | Ridgefield | Windsor | 14-13 |
| 2002 | LL | West Haven | Greenwich | 20-13 |
| 2002 | M | New Canaan | Ledyard | 21-0 |
| 2002 | MM | Staples | Seymour | 35-14 |
| 2002 | S | Ansonia | Notre Dame-Fairfield | 44-14 |
| 2002 | SS | Hillhouse | Montville | 29-6 |
| 2001 | L | Notre Dame-West Haven | Fitch | 35-15 |
| 2001 | LL | New Britain | Greenwich | 26-9 |
| 2001 | M | New Canaan | Seymour | 29-6 |
| 2001 | S | Bloomfield | North Branford | 40-7 |
| 2000 | L | Fitch | Masuk | 35-13 |
| 2000 | LL | Shelton | Greenwich | 22-8 |
| 2000 | M | Bloomfield | New Canaan | 55-6 |
| 2000 | S | Hyde Leadership | Griswold | 18-15 |
| 1999 | L | Fitch | Farmington | 50-7 |
| 1999 | LL | Greenwich | Southington | 47-27 |
| 1999 | M | Weaver | Darien | 69-26 |
| 1999 | S | Bloomfield | Ansonia | 56-0 |
| 1998 | L | Masuk | Fitch | 18-12 |
| 1998 | LL | Southington | Norwich Free Academy | 54-26 |
| 1998 | M | Seymour | Darien | 14-6 |
| 1998 | S | Bloomfield | Ansonia | 40-7 |
| 1997 | L | Daniel Hand | Staples | 14-7 |
| 1997 | LL | Cheshire | Trumbull | 34-12 |
| 1997 | M | Weaver | Platt | 28-16 |
| 1997 | S | Bloomfield | Darien | 39-21 |
| 1996 | L | Weaver | Holy Cross | 47-8 |
| 1996 | LL | Cheshire | Hamden | 16-14 |
| 1996 | M | Killingly | New Canaan | 27-13 |
| 1996 | S | Darien | Bloomfield | 21-16 |
| 1995 | L | Cheshire | Rockville | 28-0 |
| 1995 | LL | Shelton | Trumbull | 14-7 |
| 1995 | M | Brookfield | Wilton | 21-7 |
| 1995 | S | Ansonia | Bloomfield | 7-0 |
| 1994 | L | Cheshire | Simsbury | 45-27 |
| 1994 | LL | Hartford Public | Southington | 22-7 |
| 1994 | M | Foran | Daniel Hand | 28-24 |
| 1994 | MM | Brien McMahon | Killingly | 53-16 |
| 1994 | S | Putnam | Haddam-Killingworth | 20-14 |
| 1994 | SS | Ansonia | Bloomfield | 54-14 |
| 1993 | L | Cheshire | Simsbury | 7-0 |
| 1993 | LL | Naugatuck | Manchester | 34-13 |
| 1993 | M | New Canaan | Daniel Hand | 35-14 |
| 1993 | MM | Ledyard | Guilford | 44-14 |
| 1993 | S | Trinity Catholic | Putnam | 14-12 |
| 1993 | SS | Seymour | Bloomfield | 40-12 |
| 1992 | L | Cheshire | Notre Dame-West Haven | 28-14 |
| 1992 | LL | New Britain | Greenwich | 31-15 |
| 1992 | M | Middletown | Berlin | 36-18 |
| 1992 | MM | Newtown | Windham | 18-0 |
| 1992 | S | New London | Ansonia | 21-19 |
| 1992 | SS | Darien | Stratford | 30-0 |
| 1991 | L | Notre Dame-West Haven | Newington | 20-0 |
| 1991 | LL | Greenwich | Bulkeley | 14-0 |
| 1991 | M | Darien | Berlin | 35-22 |
| 1991 | MM | Ledyard | Newtown | 33-26 |
| 1991 | S | New London | Ansonia | 34-18 |
| 1991 | SS | Stonington | Sacred Heart | 14-0 |
| 1990 | L | Rockville | Newington | 14-10 |
| 1990 | LL | Greenwich | Danbury | 21-6 |
| 1990 | M | St. Joseph | Middletown | 26-0 |
| 1990 | MM | Newtown | Ledyard | 14-6 (OT) |
| 1990 | S | Derby | Housatonic Regional | 41-0 |
| 1990 | SS | Sacred Heart | Morgan | 32-26 (OT) |
| 1989 | L | West Haven | Rockville | 46-0 |
| 1989 | LL | Glastonbury | Cheshire | 16-15 |
| 1989 | M | St. Joseph | Maloney | 14-7 |
| 1989 | MM | Daniel Hand | Darien | 34-28 |
| 1989 | S | Ansonia | Weston | 44-0 |
| 1989 | SS | New London | Stratford | 20-14 |
| 1988 | L | Shelton | Newington | 10-9 |
| 1988 | LL | Fairfield Prep | Greenwich | 7-0 |
| 1988 | M | St. Joseph | Bethel | 25-21 |
| 1988 | MM | Bristol Eastern | South Windsor | 22-19 |
| 1988 | S | Ansonia | New London | 20-15 |
| 1988 | SS | Stratford | Sacred Heart | 48-2 |
| 1987 | L | West Haven | Conard | 7-0 |
| 1987 | LL | East Hartford | Hamden | 3-0 |
| 1987 | M | East Catholic | Darien | 14-0 |
| 1987 | MM | Middletown | Bristol Central | 27-0 |
| 1987 | S | Ansonia | New London | 28-27 |
| 1987 | SS | Morgan | Berlin | 3-0 |
| 1986 | L-I | Trumbull | Notre Dame-West Haven | 27-9 |
| 1986 | L-II | West Haven | Hall | 35-18 |
| 1986 | M-I | East Catholic | Masuk | 42-3 |
| 1986 | M-II | Ledyard | Stratford | 12-6 |
| 1986 | S-I | Watertown | Platt | 31-0 |
| 1986 | S-II | Immaculate | Derby | 24-14 |
| 1985 | L-I | Trumbull | Glastonbury | 27-21 (OT) |
| 1985 | L-II | Wilton | Hall | 21-3 |
| 1985 | M-I | Hillhouse | Masuk | 16-6 |
| 1985 | M-II | Lyman Hall | Middletown | 28-18 |
| 1985 | S-I | Sheehan | Montville | 21-7 |
| 1985 | S-II | Derby | Immaculate | 25-6 |
| 1984 | L-I | Glastonbury | Southington | 23-17 |
| 1984 | L-II | Wilbur Cross | Holy Cross | 3-0 |
| 1984 | M-I | Daniel Hand | Wilton | 14-7 |
| 1984 | M-II | Middletown | Ledyard | 35-12 |
| 1984 | S-I | St. Joseph | New London | 14-7 |
| 1984 | S-II | Ansonia | Putnam | 56-6 |
| 1983 | L-I | Greenwich | Notre Dame-West Haven | 14-8 |
| 1983 | L-II | Ridgefield | Hall | 20-7 |
| 1983 | M-I | East Catholic | Daniel Hand | 14-12 |
| 1983 | M-II | New London | Torrington | 24-0 |
| 1983 | S-I | St. Joseph | New Fairfield | 20-0 |
| 1983 | S-II | Ansonia | Stamford Catholic | 32-0 |
| 1982 | L-I | Fairfield Prep | Greenwich | 18-6 |
| 1982 | L-II | New Canaan | Naugatuck | 20-12 |
| 1982 | M-I | Bloomfield | Penney | 12-6 |
| 1982 | M-II | Daniel Hand | East Hartford | 28-0 |
| 1982 | S-I | St. Joseph | Woodrow Wilson | 37-8 |
| 1982 | S-II | Ansonia | Derby | 14-0 |
| 1981 | L-I | Greenwich | Trumbull | 14-0 |
| 1981 | L-II | Naugatuck | Xavier | 28-6 |
| 1981 | M-I | Newtown | Branford | 20-7 |
| 1981 | M-II | Killingly | Daniel Hand | 14-7 |
| 1981 | S-I | St. Joseph | Montville | 37-30 |
| 1981 | S-II | Ansonia | Woodrow Wilson | 23-6 |
| 1980 | L | Rippowam | Newtown | 12-7 |
| 1980 | LL | Newington | Ansonia | 24-12 |
| 1980 | M | Seymour | Daniel Hand | 14-7 |
| 1980 | S | St. Joseph | Immaculate | 43-7 |
| 1979 | L | Darien | Bristol Central | 27-16 |
| 1979 | LL | Newington | Fitch | 21-14 |
| 1979 | M | Ansonia | Seymour | 28-14 |
| 1979 | S | North Branford | St. Joseph | 25-22 |
| 1978 | L | Wilton | Newtown | 17-7 |
| 1978 | LL | Amity | Ansonia | 35-20 |
| 1978 | M | St. Bernard | East Lyme | 23-13 |
| 1978 | S | Stamford Catholic | St. Joseph | 20-9 |
| 1977 | L | Fairfield Prep | Xavier | 22-6 |
| 1977 | LL | Trumbull | Hamden | 21-20 |
| 1977 | M | Daniel Hand | Berlin | 20-16 |
| 1977 | S | Ansonia | Stamford Catholic | 20-7 |
| 1976 | L | East Hartford | Fairfield Prep | 13-6 |
| 1976 | LL | Fitch | Trumbull | 29-7 |
| 1976 | M | Daniel Hand | St. Paul Catholic | 29-0 |
| 1976 | S | Ansonia | Derby | 6-0 |
240
By Point Differential
| 1999 | S | Bloomfield | Ansonia | 56-0 |
| 2022 | SS | Joel Barlow | Valley Regional/Old Lyme | 61-6 |
| 2003 | S | Ansonia | Cromwell | 55-0 |
| 2018 | M | St. Joseph | Berlin | 70-18 |
| 1984 | S-II | Ansonia | Putnam | 56-6 |
| 2000 | M | Bloomfield | New Canaan | 55-6 |
| 2014 | LL-Large | Southington | Norwich Free Academy | 49-0 |
| 1988 | SS | Stratford | Sacred Heart | 48-2 |
| 1989 | L | West Haven | Rockville | 46-0 |
| 1989 | S | Ansonia | Weston | 44-0 |
| 1999 | M | Weaver | Darien | 69-26 |
| 2008 | L | Masuk | Newington | 56-13 |
| 1999 | L | Fitch | Farmington | 50-7 |
| 1990 | S | Derby | Housatonic Regional | 41-0 |
| 2018 | L | Daniel Hand | Maloney | 54-14 |
| 1994 | SS | Ansonia | Bloomfield | 54-14 |
| 2009 | M | Berlin | Bethel | 46-6 |
| 2006 | SS | Holy Cross | Stratford | 40-0 |
| 2013 | S | Ansonia | Woodland | 51-12 |
| 1996 | L | Weaver | Holy Cross | 47-8 |
| 1986 | M-I | East Catholic | Masuk | 42-3 |
| 2013 | M | St. Joseph | Brookfield | 54-16 |
| 2011 | M | Ansonia | Ledyard | 38-0 |
| 2023 | M | Daniel Hand | Rockville | 57-20 |
| 1994 | MM | Brien McMahon | Killingly | 53-16 |
| 1980 | S | St. Joseph | Immaculate | 43-7 |
| 2021 | LL | Darien | Fairfield Prep | 42-7 |
| 2011 | LL | Xavier | Staples | 42-7 |
| 2007 | S | Ansonia | New London | 35-0 |
| 2004 | SS | Woodland | Holy Cross | 35-0 |
| 2012 | LL | Xavier | Norwich Free Academy | 48-14 |
| 2018 | LL | Greenwich | New Canaan | 34-0 |
| 2005 | M | Daniel Hand | Hillhouse | 34-0 |
| 2012 | S | Ansonia | North Branford | 59-26 |
| 2001 | S | Bloomfield | North Branford | 40-7 |
| 1998 | S | Bloomfield | Ansonia | 40-7 |
| 2006 | MM | New Canaan | Maloney | 53-21 |
| 2013 | L | New Canaan | Darien | 44-12 |
| 2015 | LL | Darien | Shelton | 39-7 |
| 1983 | S-II | Ansonia | Stamford Catholic | 32-0 |
| 2019 | S | Sheehan | Bloomfield | 64-33 |
| 1986 | S-I | Watertown | Platt | 31-0 |
| 2010 | L | Masuk | New Canaan | 50-20 |
| 2002 | S | Ansonia | Notre Dame-Fairfield | 44-14 |
| 1993 | MM | Ledyard | Guilford | 44-14 |
| 2014 | M-Small | St. Joseph | Ledyard | 37-7 |
| 1992 | SS | Darien | Stratford | 30-0 |
| 1982 | S-I | St. Joseph | Woodrow Wilson | 37-8 |
| 2004 | M | Daniel Hand | Brookfield | 35-6 |
| 1976 | M | Daniel Hand | St. Paul Catholic | 29-0 |
| 1998 | LL | Southington | Norwich Free Academy | 54-26 |
| 1993 | SS | Seymour | Bloomfield | 40-12 |
| 2004 | L | Staples | East Lyme | 35-7 |
| 2009 | MM | New Canaan | East Lyme | 28-0 |
| 2003 | M | Daniel Hand | Ledyard | 28-0 |
| 1995 | L | Cheshire | Rockville | 28-0 |
| 1982 | M-II | Daniel Hand | East Hartford | 28-0 |
| 2017 | M | Killingly | Joel Barlow | 41-14 |
| 2022 | M | Notre Dame-West Haven | Berlin | 35-8 |
| 1987 | MM | Middletown | Bristol Central | 27-0 |
| 1990 | M | St. Joseph | Middletown | 26-0 |
| 2005 | L | Staples | Masuk | 31-6 |
| 2011 | L | Daniel Hand | New Canaan | 34-10 |
| 1983 | M-II | New London | Torrington | 24-0 |
| 1984 | M-II | Middletown | Ledyard | 35-12 |
| 2004 | MM | Pomperaug | Branford | 30-7 |
| 2002 | SS | Hillhouse | Montville | 29-6 |
| 2001 | M | New Canaan | Seymour | 29-6 |
| 2023 | S | Bloomfield | Cromwell/Portland | 42-20 |
| 2014 | L-Small | Windsor | Notre Dame-West Haven | 38-16 |
| 2000 | L | Fitch | Masuk | 35-13 |
| 2012 | M | Hillhouse | Berlin | 34-12 |
| 2006 | S | Ansonia | Bloomfield | 34-12 |
| 1997 | LL | Cheshire | Trumbull | 34-12 |
| 1976 | LL | Fitch | Trumbull | 29-7 |
| 2006 | M | Hillhouse | Windham | 28-6 |
| 1981 | L-II | Naugatuck | Xavier | 28-6 |
| 2010 | S | St. Joseph | Ansonia | 49-28 |
| 2016 | M | Hillhouse | St. Joseph | 42-21 |
| 2002 | MM | Staples | Seymour | 35-14 |
| 1993 | M | New Canaan | Daniel Hand | 35-14 |
| 1993 | LL | Naugatuck | Manchester | 34-13 |
| 2016 | LL | Darien | Ridgefield | 28-7 |
| 2006 | LL | Greenwich | Southington | 28-7 |
| 2019 | M | Weston | Killingly | 27-6 |
| 2023 | MM | North Haven | Wilton | 21-0 |
| 2009 | S | Hyde Leadership | Northwest Catholic | 21-0 |
| 2002 | M | New Canaan | Ledyard | 21-0 |
| 1999 | LL | Greenwich | Southington | 47-27 |
| 2022 | LL | Greenwich | Fairfield Prep | 37-17 |
| 2001 | L | Notre Dame-West Haven | Fitch | 35-15 |
| 2003 | SS | Bloomfield | Brookfield | 34-14 |
| 1991 | L | Notre Dame-West Haven | Newington | 20-0 |
| 1983 | S-I | St. Joseph | New Fairfield | 20-0 |
| 2008 | MM | New Canaan | Darien | 26-7 |
| 1985 | S-II | Derby | Immaculate | 25-6 |
| 2013 | LL | Southington | Fairfield Prep | 52-34 |
| 1994 | L | Cheshire | Simsbury | 45-27 |
| 1997 | S | Bloomfield | Darien | 39-21 |
| 1992 | M | Middletown | Berlin | 36-18 |
| 2005 | S | Hyde Leadership | New London | 31-13 |
| 1986 | L-I | Trumbull | Notre Dame-West Haven | 27-9 |
| 2018 | S | Bloomfield | Haddam-Killingworth | 25-7 |
| 1985 | L-II | Wilton | Hall | 21-3 |
| 1992 | MM | Newtown | Windham | 18-0 |
| 2022 | MM | North Haven | Killingly | 51-34 |
| 2003 | L | Shelton | Staples | 35-18 |
| 1986 | L-II | West Haven | Hall | 35-18 |
| 2001 | LL | New Britain | Greenwich | 26-9 |
| 2012 | L | Daniel Hand | Windsor | 23-6 |
| 1981 | S-II | Ansonia | Woodrow Wilson | 23-6 |
| 1991 | S | New London | Ansonia | 34-18 |
| 1992 | LL | New Britain | Greenwich | 31-15 |
| 1977 | L | Fairfield Prep | Xavier | 22-6 |
| 2005 | LL | Xavier | Southington | 45-30 |
| 2016 | L | New Canaan | Windsor | 35-20 |
| 1978 | LL | Amity | Ansonia | 35-20 |
| 1994 | LL | Hartford Public | Southington | 22-7 |
| 2021 | S | Cromwell/Portland | Bloomfield | 21-6 |
| 1990 | LL | Greenwich | Danbury | 21-6 |
| 2021 | L | Maloney | Windsor | 35-21 |
| 2017 | L | Daniel Hand | Masuk | 35-21 |
| 2021 | M | Killingly | Rockville | 28-14 |
| 2008 | LL | Glastonbury | Cheshire | 28-14 |
| 2007 | LL | Greenwich | Shelton | 28-14 |
| 1992 | L | Cheshire | Notre Dame-West Haven | 28-14 |
| 1979 | M | Ansonia | Seymour | 28-14 |
| 1996 | M | Killingly | New Canaan | 27-13 |
| 2000 | LL | Shelton | Greenwich | 22-8 |
| 1995 | M | Brookfield | Wilton | 21-7 |
| 1985 | S-I | Sheehan | Montville | 21-7 |
| 2014 | M-Large | Brookfield | Berlin | 14-0 |
| 1991 | LL | Greenwich | Bulkeley | 14-0 |
| 1991 | SS | Stonington | Sacred Heart | 14-0 |
| 1987 | M | East Catholic | Darien | 14-0 |
| 1982 | S-II | Ansonia | Derby | 14-0 |
| 1981 | L-I | Greenwich | Trumbull | 14-0 |
| 1991 | M | Darien | Berlin | 35-22 |
| 1983 | L-II | Ridgefield | Hall | 20-7 |
| 1981 | M-I | Newtown | Branford | 20-7 |
| 1977 | S | Ansonia | Stamford Catholic | 20-7 |
| 2003 | LL | New Britain | West Haven | 13-0 |
| 1997 | M | Weaver | Platt | 28-16 |
| 1980 | LL | Newington | Ansonia | 24-12 |
| 1982 | L-I | Fairfield Prep | Greenwich | 18-6 |
| 2015 | S | Bloomfield | Ansonia | 31-20 |
| 1979 | L | Darien | Bristol Central | 27-16 |
| 2010 | LL | Xavier | Trumbull | 24-13 |
| 1978 | S | Stamford Catholic | St. Joseph | 20-9 |
| 2009 | SS | St. Joseph | Montville | 14-3 |
| 2007 | SS | Seymour | Tolland | 44-34 |
| 1985 | M-II | Lyman Hall | Middletown | 28-18 |
| 1986 | S-II | Immaculate | Derby | 24-14 |
| 1978 | M | St. Bernard | East Lyme | 23-13 |
| 1978 | L | Wilton | Newtown | 17-7 |
| 1985 | M-I | Hillhouse | Masuk | 16-6 |
| 2017 | LL | Darien | Greenwich | 31-22 |
| 2008 | SS | New London | Seymour | 27-18 |
| 2007 | L | Bunnell | Masuk | 22-14 |
| 1982 | L-II | New Canaan | Naugatuck | 20-12 |
| 1998 | M | Seymour | Darien | 14-6 |
| 1990 | MM | Newtown | Ledyard | 14-6 (OT) |
| 2015 | L | New Canaan | North Haven | 42-35 |
| 1981 | S-I | St. Joseph | Montville | 37-30 |
| 2011 | S | Holy Cross | Cromwell | 34-27 |
| 1991 | MM | Ledyard | Newtown | 33-26 |
| 2023 | L | New Canaan | Darien | 28-21 |
| 2022 | S | Ansonia | Bloomfield | 28-21 |
| 2016 | S | Ansonia | Rocky Hill | 28-21 |
| 2009 | L | Notre Dame-West Haven | Pomperaug | 28-21 |
| 2009 | LL | Cheshire | Staples | 28-21 (OT) |
| 2015 | M | Brookfield | New Fairfield | 21-14 |
| 2007 | M | Ledyard | Berlin | 21-14 |
| 1979 | LL | Newington | Fitch | 21-14 |
| 2014 | S-Small | Capital/Achievement | North Branford | 20-13 |
| 2002 | LL | West Haven | Greenwich | 20-13 |
| 2005 | MM | Branford | East Lyme | 14-7 |
| 2004 | S | Hyde Leadership | Cromwell | 14-7 |
| 1997 | L | Daniel Hand | Staples | 14-7 |
| 1995 | LL | Shelton | Trumbull | 14-7 |
| 1989 | M | St. Joseph | Maloney | 14-7 |
| 1984 | M-I | Daniel Hand | Wilton | 14-7 |
| 1984 | S-I | St. Joseph | New London | 14-7 |
| 1981 | M-II | Killingly | Daniel Hand | 14-7 |
| 1980 | M | Seymour | Daniel Hand | 14-7 |
| 1976 | L | East Hartford | Fairfield Prep | 13-6 |
| 2010 | M | Hillhouse | New London | 7-0 |
| 1995 | S | Ansonia | Bloomfield | 7-0 |
| 1993 | L | Cheshire | Simsbury | 7-0 |
| 1988 | LL | Fairfield Prep | Greenwich | 7-0 |
| 1987 | L | West Haven | Conard | 7-0 |
| 2017 | S | St. Joseph | Ansonia | 42-36 |
| 1989 | MM | Daniel Hand | Darien | 34-28 |
| 1990 | SS | Sacred Heart | Morgan | 32-26 (OT) |
| 1985 | L-I | Trumbull | Glastonbury | 27-21 (OT) |
| 1984 | L-I | Glastonbury | Southington | 23-17 |
| 1994 | S | Putnam | Haddam-Killingworth | 20-14 |
| 1989 | SS | New London | Stratford | 20-14 |
| 2005 | SS | Woodland | Brookfield | 19-13 |
| 1998 | L | Masuk | Fitch | 18-12 |
| 1983 | L-I | Greenwich | Notre Dame-West Haven | 14-8 |
| 2019 | LL | Newtown | Darien | 13-7 |
| 1986 | M-II | Ledyard | Stratford | 12-6 |
| 1982 | M-I | Bloomfield | Penney | 12-6 |
| 1976 | S | Ansonia | Derby | 6-0 |
| 2004 | LL | New Britain | Greenwich | 39-34 |
| 1996 | S | Darien | Bloomfield | 21-16 |
| 1988 | S | Ansonia | New London | 20-15 |
| 1980 | L | Rippowam | Newtown | 12-7 |
| 2007 | MM | New Canaan | Daniel Hand | 34-30 |
| 1994 | M | Foran | Daniel Hand | 28-24 |
| 1988 | M | St. Joseph | Bethel | 25-21 |
| 1977 | M | Daniel Hand | Berlin | 20-16 |
| 2019 | L | St. Joseph | Daniel Hand | 17-13 |
| 1990 | L | Rockville | Newington | 14-10 |
| 1979 | S | North Branford | St. Joseph | 25-22 |
| 1988 | MM | Bristol Eastern | South Windsor | 22-19 |
| 2000 | S | Hyde Leadership | Griswold | 18-15 |
| 2003 | MM | East Lyme | Masuk | 17-14 |
| 2022 | L | New Canaan | Maloney | 16-13 |
| 1987 | LL | East Hartford | Hamden | 3-0 |
| 1987 | SS | Morgan | Berlin | 3-0 |
| 1984 | L-II | Wilbur Cross | Holy Cross | 3-0 |
| 2006 | L | Bunnell | Staples | 28-26 |
| 1992 | S | New London | Ansonia | 21-19 |
| 2008 | M | Brookfield | Ledyard | 16-14 |
| 1996 | LL | Cheshire | Hamden | 16-14 |
| 2008 | S | Cromwell | Ansonia | 14-12 |
| 1993 | S | Trinity Catholic | Putnam | 14-12 |
| 1983 | M-I | East Catholic | Daniel Hand | 14-12 |
| 2014 | LL-Small | Xavier | Shelton | 28-27 (OT) |
| 1987 | S | Ansonia | New London | 28-27 |
| 2023 | LL | Staples | West Haven | 21-20 |
| 2023 | SS | Joel Barlow | Watertown | 21-20 |
| 2014 | L-Large | New Canaan | Darien | 21-20 |
| 2014 | S-Large | Valley Regional/Old Lyme | Ansonia | 21-20 |
| 1977 | LL | Trumbull | Hamden | 21-20 |
| 1989 | LL | Glastonbury | Cheshire | 16-15 |
| 2002 | L | Ridgefield | Windsor | 14-13 |
| 1988 | L | Shelton | Newington | 10-9 |
240
By Winning Score
| 2018 | M | St. Joseph | Berlin | 70-18 |
| 1999 | M | Weaver | Darien | 69-26 |
| 2019 | S | Sheehan | Bloomfield | 64-33 |
| 2022 | SS | Joel Barlow | Valley Regional/Old Lyme | 61-6 |
| 2012 | S | Ansonia | North Branford | 59-26 |
| 2023 | M | Daniel Hand | Rockville | 57-20 |
| 1999 | S | Bloomfield | Ansonia | 56-0 |
| 1984 | S-II | Ansonia | Putnam | 56-6 |
| 2008 | L | Masuk | Newington | 56-13 |
| 2003 | S | Ansonia | Cromwell | 55-0 |
| 2000 | M | Bloomfield | New Canaan | 55-6 |
| 2018 | L | Daniel Hand | Maloney | 54-14 |
| 1994 | SS | Ansonia | Bloomfield | 54-14 |
| 2013 | M | St. Joseph | Brookfield | 54-16 |
| 1998 | LL | Southington | Norwich Free Academy | 54-26 |
| 1994 | MM | Brien McMahon | Killingly | 53-16 |
| 2006 | MM | New Canaan | Maloney | 53-21 |
| 2013 | LL | Southington | Fairfield Prep | 52-34 |
| 2013 | S | Ansonia | Woodland | 51-12 |
| 2022 | MM | North Haven | Killingly | 51-34 |
| 1999 | L | Fitch | Farmington | 50-7 |
| 2010 | L | Masuk | New Canaan | 50-20 |
| 2014 | LL-Large | Southington | Norwich Free Academy | 49-0 |
| 2010 | S | St. Joseph | Ansonia | 49-28 |
| 1988 | SS | Stratford | Sacred Heart | 48-2 |
| 2012 | LL | Xavier | Norwich Free Academy | 48-14 |
| 1996 | L | Weaver | Holy Cross | 47-8 |
| 1999 | LL | Greenwich | Southington | 47-27 |
| 1989 | L | West Haven | Rockville | 46-0 |
| 2009 | M | Berlin | Bethel | 46-6 |
| 1994 | L | Cheshire | Simsbury | 45-27 |
| 2005 | LL | Xavier | Southington | 45-30 |
| 1989 | S | Ansonia | Weston | 44-0 |
| 2013 | L | New Canaan | Darien | 44-12 |
| 2002 | S | Ansonia | Notre Dame-Fairfield | 44-14 |
| 1993 | MM | Ledyard | Guilford | 44-14 |
| 2007 | SS | Seymour | Tolland | 44-34 |
| 1980 | S | St. Joseph | Immaculate | 43-7 |
| 1986 | M-I | East Catholic | Masuk | 42-3 |
| 2021 | LL | Darien | Fairfield Prep | 42-7 |
| 2011 | LL | Xavier | Staples | 42-7 |
| 2023 | S | Bloomfield | Cromwell/Portland | 42-20 |
| 2016 | M | Hillhouse | St. Joseph | 42-21 |
| 2015 | L | New Canaan | North Haven | 42-35 |
| 2017 | S | St. Joseph | Ansonia | 42-36 |
| 1990 | S | Derby | Housatonic Regional | 41-0 |
| 2017 | M | Killingly | Joel Barlow | 41-14 |
| 2006 | SS | Holy Cross | Stratford | 40-0 |
| 2001 | S | Bloomfield | North Branford | 40-7 |
| 1998 | S | Bloomfield | Ansonia | 40-7 |
| 1993 | SS | Seymour | Bloomfield | 40-12 |
| 2015 | LL | Darien | Shelton | 39-7 |
| 1997 | S | Bloomfield | Darien | 39-21 |
| 2004 | LL | New Britain | Greenwich | 39-34 |
| 2011 | M | Ansonia | Ledyard | 38-0 |
| 2014 | L-Small | Windsor | Notre Dame-West Haven | 38-16 |
| 2014 | M-Small | St. Joseph | Ledyard | 37-7 |
| 1982 | S-I | St. Joseph | Woodrow Wilson | 37-8 |
| 2022 | LL | Greenwich | Fairfield Prep | 37-17 |
| 1981 | S-I | St. Joseph | Montville | 37-30 |
| 1992 | M | Middletown | Berlin | 36-18 |
| 2007 | S | Ansonia | New London | 35-0 |
| 2004 | SS | Woodland | Holy Cross | 35-0 |
| 2004 | M | Daniel Hand | Brookfield | 35-6 |
| 2004 | L | Staples | East Lyme | 35-7 |
| 2022 | M | Notre Dame-West Haven | Berlin | 35-8 |
| 1984 | M-II | Middletown | Ledyard | 35-12 |
| 2000 | L | Fitch | Masuk | 35-13 |
| 2002 | MM | Staples | Seymour | 35-14 |
| 1993 | M | New Canaan | Daniel Hand | 35-14 |
| 2001 | L | Notre Dame-West Haven | Fitch | 35-15 |
| 2003 | L | Shelton | Staples | 35-18 |
| 1986 | L-II | West Haven | Hall | 35-18 |
| 2016 | L | New Canaan | Windsor | 35-20 |
| 1978 | LL | Amity | Ansonia | 35-20 |
| 2021 | L | Maloney | Windsor | 35-21 |
| 2017 | L | Daniel Hand | Masuk | 35-21 |
| 1991 | M | Darien | Berlin | 35-22 |
| 2018 | LL | Greenwich | New Canaan | 34-0 |
| 2005 | M | Daniel Hand | Hillhouse | 34-0 |
| 2011 | L | Daniel Hand | New Canaan | 34-10 |
| 2012 | M | Hillhouse | Berlin | 34-12 |
| 2006 | S | Ansonia | Bloomfield | 34-12 |
| 1997 | LL | Cheshire | Trumbull | 34-12 |
| 1993 | LL | Naugatuck | Manchester | 34-13 |
| 2003 | SS | Bloomfield | Brookfield | 34-14 |
| 1991 | S | New London | Ansonia | 34-18 |
| 2011 | S | Holy Cross | Cromwell | 34-27 |
| 1989 | MM | Daniel Hand | Darien | 34-28 |
| 2007 | MM | New Canaan | Daniel Hand | 34-30 |
| 1991 | MM | Ledyard | Newtown | 33-26 |
| 1983 | S-II | Ansonia | Stamford Catholic | 32-0 |
| 1990 | SS | Sacred Heart | Morgan | 32-26 (OT) |
| 1986 | S-I | Watertown | Platt | 31-0 |
| 2005 | L | Staples | Masuk | 31-6 |
| 2005 | S | Hyde Leadership | New London | 31-13 |
| 1992 | LL | New Britain | Greenwich | 31-15 |
| 2015 | S | Bloomfield | Ansonia | 31-20 |
| 2017 | LL | Darien | Greenwich | 31-22 |
| 1992 | SS | Darien | Stratford | 30-0 |
| 2004 | MM | Pomperaug | Branford | 30-7 |
| 1976 | M | Daniel Hand | St. Paul Catholic | 29-0 |
| 2002 | SS | Hillhouse | Montville | 29-6 |
| 2001 | M | New Canaan | Seymour | 29-6 |
| 1976 | LL | Fitch | Trumbull | 29-7 |
| 2009 | MM | New Canaan | East Lyme | 28-0 |
| 2003 | M | Daniel Hand | Ledyard | 28-0 |
| 1995 | L | Cheshire | Rockville | 28-0 |
| 1982 | M-II | Daniel Hand | East Hartford | 28-0 |
| 2006 | M | Hillhouse | Windham | 28-6 |
| 1981 | L-II | Naugatuck | Xavier | 28-6 |
| 2016 | LL | Darien | Ridgefield | 28-7 |
| 2006 | LL | Greenwich | Southington | 28-7 |
| 2021 | M | Killingly | Rockville | 28-14 |
| 2008 | LL | Glastonbury | Cheshire | 28-14 |
| 2007 | LL | Greenwich | Shelton | 28-14 |
| 1992 | L | Cheshire | Notre Dame-West Haven | 28-14 |
| 1979 | M | Ansonia | Seymour | 28-14 |
| 1997 | M | Weaver | Platt | 28-16 |
| 1985 | M-II | Lyman Hall | Middletown | 28-18 |
| 2023 | L | New Canaan | Darien | 28-21 |
| 2022 | S | Ansonia | Bloomfield | 28-21 |
| 2016 | S | Ansonia | Rocky Hill | 28-21 |
| 2009 | L | Notre Dame-West Haven | Pomperaug | 28-21 |
| 2009 | LL | Cheshire | Staples | 28-21 (OT) |
| 1994 | M | Foran | Daniel Hand | 28-24 |
| 2006 | L | Bunnell | Staples | 28-26 |
| 2014 | LL-Small | Xavier | Shelton | 28-27 (OT) |
| 1987 | S | Ansonia | New London | 28-27 |
| 1987 | MM | Middletown | Bristol Central | 27-0 |
| 2019 | M | Weston | Killingly | 27-6 |
| 1986 | L-I | Trumbull | Notre Dame-West Haven | 27-9 |
| 1996 | M | Killingly | New Canaan | 27-13 |
| 1979 | L | Darien | Bristol Central | 27-16 |
| 2008 | SS | New London | Seymour | 27-18 |
| 1985 | L-I | Trumbull | Glastonbury | 27-21 (OT) |
| 1990 | M | St. Joseph | Middletown | 26-0 |
| 2008 | MM | New Canaan | Darien | 26-7 |
| 2001 | LL | New Britain | Greenwich | 26-9 |
| 1985 | S-II | Derby | Immaculate | 25-6 |
| 2018 | S | Bloomfield | Haddam-Killingworth | 25-7 |
| 1988 | M | St. Joseph | Bethel | 25-21 |
| 1979 | S | North Branford | St. Joseph | 25-22 |
| 1983 | M-II | New London | Torrington | 24-0 |
| 1980 | LL | Newington | Ansonia | 24-12 |
| 2010 | LL | Xavier | Trumbull | 24-13 |
| 1986 | S-II | Immaculate | Derby | 24-14 |
| 2012 | L | Daniel Hand | Windsor | 23-6 |
| 1981 | S-II | Ansonia | Woodrow Wilson | 23-6 |
| 1978 | M | St. Bernard | East Lyme | 23-13 |
| 1984 | L-I | Glastonbury | Southington | 23-17 |
| 1977 | L | Fairfield Prep | Xavier | 22-6 |
| 1994 | LL | Hartford Public | Southington | 22-7 |
| 2000 | LL | Shelton | Greenwich | 22-8 |
| 2007 | L | Bunnell | Masuk | 22-14 |
| 1988 | MM | Bristol Eastern | South Windsor | 22-19 |
| 2023 | MM | North Haven | Wilton | 21-0 |
| 2009 | S | Hyde Leadership | Northwest Catholic | 21-0 |
| 2002 | M | New Canaan | Ledyard | 21-0 |
| 1985 | L-II | Wilton | Hall | 21-3 |
| 2021 | S | Cromwell/Portland | Bloomfield | 21-6 |
| 1990 | LL | Greenwich | Danbury | 21-6 |
| 1995 | M | Brookfield | Wilton | 21-7 |
| 1985 | S-I | Sheehan | Montville | 21-7 |
| 2015 | M | Brookfield | New Fairfield | 21-14 |
| 2007 | M | Ledyard | Berlin | 21-14 |
| 1979 | LL | Newington | Fitch | 21-14 |
| 1996 | S | Darien | Bloomfield | 21-16 |
| 1992 | S | New London | Ansonia | 21-19 |
| 2023 | LL | Staples | West Haven | 21-20 |
| 2023 | SS | Joel Barlow | Watertown | 21-20 |
| 2014 | L-Large | New Canaan | Darien | 21-20 |
| 2014 | S-Large | Valley Regional/Old Lyme | Ansonia | 21-20 |
| 1977 | LL | Trumbull | Hamden | 21-20 |
| 1991 | L | Notre Dame-West Haven | Newington | 20-0 |
| 1983 | S-I | St. Joseph | New Fairfield | 20-0 |
| 1983 | L-II | Ridgefield | Hall | 20-7 |
| 1981 | M-I | Newtown | Branford | 20-7 |
| 1977 | S | Ansonia | Stamford Catholic | 20-7 |
| 1978 | S | Stamford Catholic | St. Joseph | 20-9 |
| 1982 | L-II | New Canaan | Naugatuck | 20-12 |
| 2014 | S-Small | Capital/Achievement | North Branford | 20-13 |
| 2002 | LL | West Haven | Greenwich | 20-13 |
| 1994 | S | Putnam | Haddam-Killingworth | 20-14 |
| 1989 | SS | New London | Stratford | 20-14 |
| 1988 | S | Ansonia | New London | 20-15 |
| 1977 | M | Daniel Hand | Berlin | 20-16 |
| 2005 | SS | Woodland | Brookfield | 19-13 |
| 1992 | MM | Newtown | Windham | 18-0 |
| 1982 | L-I | Fairfield Prep | Greenwich | 18-6 |
| 1998 | L | Masuk | Fitch | 18-12 |
| 2000 | S | Hyde Leadership | Griswold | 18-15 |
| 1978 | L | Wilton | Newtown | 17-7 |
| 2019 | L | St. Joseph | Daniel Hand | 17-13 |
| 2003 | MM | East Lyme | Masuk | 17-14 |
| 1985 | M-I | Hillhouse | Masuk | 16-6 |
| 2022 | L | New Canaan | Maloney | 16-13 |
| 2008 | M | Brookfield | Ledyard | 16-14 |
| 1996 | LL | Cheshire | Hamden | 16-14 |
| 1989 | LL | Glastonbury | Cheshire | 16-15 |
| 2014 | M-Large | Brookfield | Berlin | 14-0 |
| 1991 | LL | Greenwich | Bulkeley | 14-0 |
| 1991 | SS | Stonington | Sacred Heart | 14-0 |
| 1987 | M | East Catholic | Darien | 14-0 |
| 1982 | S-II | Ansonia | Derby | 14-0 |
| 1981 | L-I | Greenwich | Trumbull | 14-0 |
| 2009 | SS | St. Joseph | Montville | 14-3 |
| 1998 | M | Seymour | Darien | 14-6 |
| 1990 | MM | Newtown | Ledyard | 14-6 (OT) |
| 2005 | MM | Branford | East Lyme | 14-7 |
| 2004 | S | Hyde Leadership | Cromwell | 14-7 |
| 1997 | L | Daniel Hand | Staples | 14-7 |
| 1995 | LL | Shelton | Trumbull | 14-7 |
| 1989 | M | St. Joseph | Maloney | 14-7 |
| 1984 | M-I | Daniel Hand | Wilton | 14-7 |
| 1984 | S-I | St. Joseph | New London | 14-7 |
| 1981 | M-II | Killingly | Daniel Hand | 14-7 |
| 1980 | M | Seymour | Daniel Hand | 14-7 |
| 1983 | L-I | Greenwich | Notre Dame-West Haven | 14-8 |
| 1990 | L | Rockville | Newington | 14-10 |
| 2008 | S | Cromwell | Ansonia | 14-12 |
| 1993 | S | Trinity Catholic | Putnam | 14-12 |
| 1983 | M-I | East Catholic | Daniel Hand | 14-12 |
| 2002 | L | Ridgefield | Windsor | 14-13 |
| 2003 | LL | New Britain | West Haven | 13-0 |
| 1976 | L | East Hartford | Fairfield Prep | 13-6 |
| 2019 | LL | Newtown | Darien | 13-7 |
| 1986 | M-II | Ledyard | Stratford | 12-6 |
| 1982 | M-I | Bloomfield | Penney | 12-6 |
| 1980 | L | Rippowam | Newtown | 12-7 |
| 1988 | L | Shelton | Newington | 10-9 |
| 2010 | M | Hillhouse | New London | 7-0 |
| 1995 | S | Ansonia | Bloomfield | 7-0 |
| 1993 | L | Cheshire | Simsbury | 7-0 |
| 1988 | LL | Fairfield Prep | Greenwich | 7-0 |
| 1987 | L | West Haven | Conard | 7-0 |
| 1976 | S | Ansonia | Derby | 6-0 |
| 1987 | LL | East Hartford | Hamden | 3-0 |
| 1987 | SS | Morgan | Berlin | 3-0 |
| 1984 | L-II | Wilbur Cross | Holy Cross | 3-0 |
240
By Losing Score
| 2017 | S | St. Joseph | Ansonia | 42-36 |
| 2015 | L | New Canaan | North Haven | 42-35 |
| 2013 | LL | Southington | Fairfield Prep | 52-34 |
| 2022 | MM | North Haven | Killingly | 51-34 |
| 2007 | SS | Seymour | Tolland | 44-34 |
| 2004 | LL | New Britain | Greenwich | 39-34 |
| 2019 | S | Sheehan | Bloomfield | 64-33 |
| 2005 | LL | Xavier | Southington | 45-30 |
| 1981 | S-I | St. Joseph | Montville | 37-30 |
| 2007 | MM | New Canaan | Daniel Hand | 34-30 |
| 2010 | S | St. Joseph | Ansonia | 49-28 |
| 1989 | MM | Daniel Hand | Darien | 34-28 |
| 1999 | LL | Greenwich | Southington | 47-27 |
| 1994 | L | Cheshire | Simsbury | 45-27 |
| 2011 | S | Holy Cross | Cromwell | 34-27 |
| 2014 | LL-Small | Xavier | Shelton | 28-27 (OT) |
| 1987 | S | Ansonia | New London | 28-27 |
| 1999 | M | Weaver | Darien | 69-26 |
| 2012 | S | Ansonia | North Branford | 59-26 |
| 1998 | LL | Southington | Norwich Free Academy | 54-26 |
| 1991 | MM | Ledyard | Newtown | 33-26 |
| 1990 | SS | Sacred Heart | Morgan | 32-26 (OT) |
| 2006 | L | Bunnell | Staples | 28-26 |
| 1994 | M | Foran | Daniel Hand | 28-24 |
| 1991 | M | Darien | Berlin | 35-22 |
| 2017 | LL | Darien | Greenwich | 31-22 |
| 1979 | S | North Branford | St. Joseph | 25-22 |
| 2006 | MM | New Canaan | Maloney | 53-21 |
| 2016 | M | Hillhouse | St. Joseph | 42-21 |
| 1997 | S | Bloomfield | Darien | 39-21 |
| 2021 | L | Maloney | Windsor | 35-21 |
| 2017 | L | Daniel Hand | Masuk | 35-21 |
| 2023 | L | New Canaan | Darien | 28-21 |
| 2022 | S | Ansonia | Bloomfield | 28-21 |
| 2016 | S | Ansonia | Rocky Hill | 28-21 |
| 2009 | L | Notre Dame-West Haven | Pomperaug | 28-21 |
| 2009 | LL | Cheshire | Staples | 28-21 (OT) |
| 1985 | L-I | Trumbull | Glastonbury | 27-21 (OT) |
| 1988 | M | St. Joseph | Bethel | 25-21 |
| 2023 | M | Daniel Hand | Rockville | 57-20 |
| 2010 | L | Masuk | New Canaan | 50-20 |
| 2023 | S | Bloomfield | Cromwell/Portland | 42-20 |
| 2016 | L | New Canaan | Windsor | 35-20 |
| 1978 | LL | Amity | Ansonia | 35-20 |
| 2015 | S | Bloomfield | Ansonia | 31-20 |
| 2023 | LL | Staples | West Haven | 21-20 |
| 2023 | SS | Joel Barlow | Watertown | 21-20 |
| 2014 | L-Large | New Canaan | Darien | 21-20 |
| 2014 | S-Large | Valley Regional/Old Lyme | Ansonia | 21-20 |
| 1977 | LL | Trumbull | Hamden | 21-20 |
| 1988 | MM | Bristol Eastern | South Windsor | 22-19 |
| 1992 | S | New London | Ansonia | 21-19 |
| 2018 | M | St. Joseph | Berlin | 70-18 |
| 1992 | M | Middletown | Berlin | 36-18 |
| 2003 | L | Shelton | Staples | 35-18 |
| 1986 | L-II | West Haven | Hall | 35-18 |
| 1991 | S | New London | Ansonia | 34-18 |
| 1985 | M-II | Lyman Hall | Middletown | 28-18 |
| 2008 | SS | New London | Seymour | 27-18 |
| 2022 | LL | Greenwich | Fairfield Prep | 37-17 |
| 1984 | L-I | Glastonbury | Southington | 23-17 |
| 2013 | M | St. Joseph | Brookfield | 54-16 |
| 1994 | MM | Brien McMahon | Killingly | 53-16 |
| 2014 | L-Small | Windsor | Notre Dame-West Haven | 38-16 |
| 1997 | M | Weaver | Platt | 28-16 |
| 1979 | L | Darien | Bristol Central | 27-16 |
| 1996 | S | Darien | Bloomfield | 21-16 |
| 1977 | M | Daniel Hand | Berlin | 20-16 |
| 2001 | L | Notre Dame-West Haven | Fitch | 35-15 |
| 1992 | LL | New Britain | Greenwich | 31-15 |
| 1988 | S | Ansonia | New London | 20-15 |
| 2000 | S | Hyde Leadership | Griswold | 18-15 |
| 1989 | LL | Glastonbury | Cheshire | 16-15 |
| 2018 | L | Daniel Hand | Maloney | 54-14 |
| 1994 | SS | Ansonia | Bloomfield | 54-14 |
| 2012 | LL | Xavier | Norwich Free Academy | 48-14 |
| 2002 | S | Ansonia | Notre Dame-Fairfield | 44-14 |
| 1993 | MM | Ledyard | Guilford | 44-14 |
| 2017 | M | Killingly | Joel Barlow | 41-14 |
| 2002 | MM | Staples | Seymour | 35-14 |
| 1993 | M | New Canaan | Daniel Hand | 35-14 |
| 2003 | SS | Bloomfield | Brookfield | 34-14 |
| 2021 | M | Killingly | Rockville | 28-14 |
| 2008 | LL | Glastonbury | Cheshire | 28-14 |
| 2007 | LL | Greenwich | Shelton | 28-14 |
| 1992 | L | Cheshire | Notre Dame-West Haven | 28-14 |
| 1979 | M | Ansonia | Seymour | 28-14 |
| 1986 | S-II | Immaculate | Derby | 24-14 |
| 2007 | L | Bunnell | Masuk | 22-14 |
| 2015 | M | Brookfield | New Fairfield | 21-14 |
| 2007 | M | Ledyard | Berlin | 21-14 |
| 1979 | LL | Newington | Fitch | 21-14 |
| 1994 | S | Putnam | Haddam-Killingworth | 20-14 |
| 1989 | SS | New London | Stratford | 20-14 |
| 2003 | MM | East Lyme | Masuk | 17-14 |
| 2008 | M | Brookfield | Ledyard | 16-14 |
| 1996 | LL | Cheshire | Hamden | 16-14 |
| 2008 | L | Masuk | Newington | 56-13 |
| 2000 | L | Fitch | Masuk | 35-13 |
| 1993 | LL | Naugatuck | Manchester | 34-13 |
| 2005 | S | Hyde Leadership | New London | 31-13 |
| 1996 | M | Killingly | New Canaan | 27-13 |
| 2010 | LL | Xavier | Trumbull | 24-13 |
| 1978 | M | St. Bernard | East Lyme | 23-13 |
| 2014 | S-Small | Capital/Achievement | North Branford | 20-13 |
| 2002 | LL | West Haven | Greenwich | 20-13 |
| 2005 | SS | Woodland | Brookfield | 19-13 |
| 2019 | L | St. Joseph | Daniel Hand | 17-13 |
| 2022 | L | New Canaan | Maloney | 16-13 |
| 2002 | L | Ridgefield | Windsor | 14-13 |
| 2013 | S | Ansonia | Woodland | 51-12 |
| 2013 | L | New Canaan | Darien | 44-12 |
| 1993 | SS | Seymour | Bloomfield | 40-12 |
| 1984 | M-II | Middletown | Ledyard | 35-12 |
| 2012 | M | Hillhouse | Berlin | 34-12 |
| 2006 | S | Ansonia | Bloomfield | 34-12 |
| 1997 | LL | Cheshire | Trumbull | 34-12 |
| 1980 | LL | Newington | Ansonia | 24-12 |
| 1982 | L-II | New Canaan | Naugatuck | 20-12 |
| 1998 | L | Masuk | Fitch | 18-12 |
| 2008 | S | Cromwell | Ansonia | 14-12 |
| 1993 | S | Trinity Catholic | Putnam | 14-12 |
| 1983 | M-I | East Catholic | Daniel Hand | 14-12 |
| 2011 | L | Daniel Hand | New Canaan | 34-10 |
| 1990 | L | Rockville | Newington | 14-10 |
| 1986 | L-I | Trumbull | Notre Dame-West Haven | 27-9 |
| 2001 | LL | New Britain | Greenwich | 26-9 |
| 1978 | S | Stamford Catholic | St. Joseph | 20-9 |
| 1988 | L | Shelton | Newington | 10-9 |
| 1996 | L | Weaver | Holy Cross | 47-8 |
| 1982 | S-I | St. Joseph | Woodrow Wilson | 37-8 |
| 2022 | M | Notre Dame-West Haven | Berlin | 35-8 |
| 2000 | LL | Shelton | Greenwich | 22-8 |
| 1983 | L-I | Greenwich | Notre Dame-West Haven | 14-8 |
| 1999 | L | Fitch | Farmington | 50-7 |
| 1980 | S | St. Joseph | Immaculate | 43-7 |
| 2021 | LL | Darien | Fairfield Prep | 42-7 |
| 2011 | LL | Xavier | Staples | 42-7 |
| 2001 | S | Bloomfield | North Branford | 40-7 |
| 1998 | S | Bloomfield | Ansonia | 40-7 |
| 2015 | LL | Darien | Shelton | 39-7 |
| 2014 | M-Small | St. Joseph | Ledyard | 37-7 |
| 2004 | L | Staples | East Lyme | 35-7 |
| 2004 | MM | Pomperaug | Branford | 30-7 |
| 1976 | LL | Fitch | Trumbull | 29-7 |
| 2016 | LL | Darien | Ridgefield | 28-7 |
| 2006 | LL | Greenwich | Southington | 28-7 |
| 2008 | MM | New Canaan | Darien | 26-7 |
| 2018 | S | Bloomfield | Haddam-Killingworth | 25-7 |
| 1994 | LL | Hartford Public | Southington | 22-7 |
| 1995 | M | Brookfield | Wilton | 21-7 |
| 1985 | S-I | Sheehan | Montville | 21-7 |
| 1983 | L-II | Ridgefield | Hall | 20-7 |
| 1981 | M-I | Newtown | Branford | 20-7 |
| 1977 | S | Ansonia | Stamford Catholic | 20-7 |
| 1978 | L | Wilton | Newtown | 17-7 |
| 2005 | MM | Branford | East Lyme | 14-7 |
| 2004 | S | Hyde Leadership | Cromwell | 14-7 |
| 1997 | L | Daniel Hand | Staples | 14-7 |
| 1995 | LL | Shelton | Trumbull | 14-7 |
| 1989 | M | St. Joseph | Maloney | 14-7 |
| 1984 | M-I | Daniel Hand | Wilton | 14-7 |
| 1984 | S-I | St. Joseph | New London | 14-7 |
| 1981 | M-II | Killingly | Daniel Hand | 14-7 |
| 1980 | M | Seymour | Daniel Hand | 14-7 |
| 2019 | LL | Newtown | Darien | 13-7 |
| 1980 | L | Rippowam | Newtown | 12-7 |
| 2022 | SS | Joel Barlow | Valley Regional/Old Lyme | 61-6 |
| 1984 | S-II | Ansonia | Putnam | 56-6 |
| 2000 | M | Bloomfield | New Canaan | 55-6 |
| 2009 | M | Berlin | Bethel | 46-6 |
| 2004 | M | Daniel Hand | Brookfield | 35-6 |
| 2005 | L | Staples | Masuk | 31-6 |
| 2002 | SS | Hillhouse | Montville | 29-6 |
| 2001 | M | New Canaan | Seymour | 29-6 |
| 2006 | M | Hillhouse | Windham | 28-6 |
| 1981 | L-II | Naugatuck | Xavier | 28-6 |
| 2019 | M | Weston | Killingly | 27-6 |
| 1985 | S-II | Derby | Immaculate | 25-6 |
| 2012 | L | Daniel Hand | Windsor | 23-6 |
| 1981 | S-II | Ansonia | Woodrow Wilson | 23-6 |
| 1977 | L | Fairfield Prep | Xavier | 22-6 |
| 2021 | S | Cromwell/Portland | Bloomfield | 21-6 |
| 1990 | LL | Greenwich | Danbury | 21-6 |
| 1982 | L-I | Fairfield Prep | Greenwich | 18-6 |
| 1985 | M-I | Hillhouse | Masuk | 16-6 |
| 1998 | M | Seymour | Darien | 14-6 |
| 1990 | MM | Newtown | Ledyard | 14-6 (OT) |
| 1976 | L | East Hartford | Fairfield Prep | 13-6 |
| 1986 | M-II | Ledyard | Stratford | 12-6 |
| 1982 | M-I | Bloomfield | Penney | 12-6 |
| 1986 | M-I | East Catholic | Masuk | 42-3 |
| 1985 | L-II | Wilton | Hall | 21-3 |
| 2009 | SS | St. Joseph | Montville | 14-3 |
| 1988 | SS | Stratford | Sacred Heart | 48-2 |
| 1999 | S | Bloomfield | Ansonia | 56-0 |
| 2003 | S | Ansonia | Cromwell | 55-0 |
| 2014 | LL-Large | Southington | Norwich Free Academy | 49-0 |
| 1989 | L | West Haven | Rockville | 46-0 |
| 1989 | S | Ansonia | Weston | 44-0 |
| 1990 | S | Derby | Housatonic Regional | 41-0 |
| 2006 | SS | Holy Cross | Stratford | 40-0 |
| 2011 | M | Ansonia | Ledyard | 38-0 |
| 2007 | S | Ansonia | New London | 35-0 |
| 2004 | SS | Woodland | Holy Cross | 35-0 |
| 2018 | LL | Greenwich | New Canaan | 34-0 |
| 2005 | M | Daniel Hand | Hillhouse | 34-0 |
| 1983 | S-II | Ansonia | Stamford Catholic | 32-0 |
| 1986 | S-I | Watertown | Platt | 31-0 |
| 1992 | SS | Darien | Stratford | 30-0 |
| 1976 | M | Daniel Hand | St. Paul Catholic | 29-0 |
| 2009 | MM | New Canaan | East Lyme | 28-0 |
| 2003 | M | Daniel Hand | Ledyard | 28-0 |
| 1995 | L | Cheshire | Rockville | 28-0 |
| 1982 | M-II | Daniel Hand | East Hartford | 28-0 |
| 1987 | MM | Middletown | Bristol Central | 27-0 |
| 1990 | M | St. Joseph | Middletown | 26-0 |
| 1983 | M-II | New London | Torrington | 24-0 |
| 2023 | MM | North Haven | Wilton | 21-0 |
| 2009 | S | Hyde Leadership | Northwest Catholic | 21-0 |
| 2002 | M | New Canaan | Ledyard | 21-0 |
| 1991 | L | Notre Dame-West Haven | Newington | 20-0 |
| 1983 | S-I | St. Joseph | New Fairfield | 20-0 |
| 1992 | MM | Newtown | Windham | 18-0 |
| 2014 | M-Large | Brookfield | Berlin | 14-0 |
| 1991 | LL | Greenwich | Bulkeley | 14-0 |
| 1991 | SS | Stonington | Sacred Heart | 14-0 |
| 1987 | M | East Catholic | Darien | 14-0 |
| 1982 | S-II | Ansonia | Derby | 14-0 |
| 1981 | L-I | Greenwich | Trumbull | 14-0 |
| 2003 | LL | New Britain | West Haven | 13-0 |
| 2010 | M | Hillhouse | New London | 7-0 |
| 1995 | S | Ansonia | Bloomfield | 7-0 |
| 1993 | L | Cheshire | Simsbury | 7-0 |
| 1988 | LL | Fairfield Prep | Greenwich | 7-0 |
| 1987 | L | West Haven | Conard | 7-0 |
| 1976 | S | Ansonia | Derby | 6-0 |
| 1987 | LL | East Hartford | Hamden | 3-0 |
| 1987 | SS | Morgan | Berlin | 3-0 |
| 1984 | L-II | Wilbur Cross | Holy Cross | 3-0 |
240
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