| Year | Sport | Class | Champion | Runnerup | Score | Link |
| 2023 | Soccer (Girls) | LL | St. Joseph | Notre Dame-Fairfield | 3-1 | |
| Soccer (Girls) | L | Simsbury | Brookfield | 1-0 (OT) | |
| Soccer (Girls) | M | Bacon Adademy | Suffield | 2-1 (11-10 in PKs) | |
| Soccer (Girls) | S | Cromwell | Thomaston | 2-1 | |
| 2022 | Soccer (Girls) | LL | Staples | Cheshire | 4-1 | |
| Soccer (Girls) | L | St. Joseph | Notre Dame-Fairfield | 3-0 | |
| Soccer (Girls) | M | Mercy | Northwest Catholic | 3-1 | |
| Soccer (Girls) | S | East Catholic | Lyman Memorial | 1-0 | |
| 2021 | Soccer (Girls) | LL | Staples/Wilton | | 0-0 (OT, Co-Champs) | |
| Soccer (Girls) | L | St. Joseph | Simsbury | 2-0 | |
| Soccer (Girls) | M | Mercy/Sacred Heart Academy | | 0-0 (OT, Co-Champs) | |
| Soccer (Girls) | S | Holy Cross | Northwest Catholic | 3-2 | |
| 2019 | Soccer (Girls) | LL | Glastonbury | Southington | 1-0 | |
| Soccer (Girls) | L | Guilford | East Lyme | 2-1 | |
| Soccer (Girls) | M | Granby Memorial | Plainfield | 6-1 | |
| Soccer (Girls) | S | Holy Cross | Old Lyme | 1-0 | |
| 2018 | Soccer (Girls) | LL | Ridgefield | Staples | 1-0 | |
| Soccer (Girls) | L | Tolland | Farmington | 2-0 | |
| Soccer (Girls) | M | Lewis Mills | Plainfield | 2-1 (OT) | |
| Soccer (Girls) | S | Old Lyme | Immaculate | 2-1 | |
| 2017 | Soccer (Girls) | LL | Ridgefield | Staples | 2-1 | |
| Soccer (Girls) | L | St. Joseph | RHAM | 1-0 | |
| Soccer (Girls) | M | Granby Memorial | Berlin | 3-0 | |
| Soccer (Girls) | S | Old Lyme | Holy Cross | 2-1 (2OT) | |
| 2016 | Soccer (Girls) | LL | Glastonbury | Ridgefield | 4-1 | |
| Soccer (Girls) | L | St. Joseph | Masuk | 4-0 | |
| Soccer (Girls) | M | Immaculate/Notre Dame-Fairfield | | 0-0 (2OT, Co-Champions) | |
| Soccer (Girls) | S | Old Lyme | Old Saybrook | 1-0 | |
| 2015 | Soccer (Girls) | LL | Glastonbury | Ridgefield | 5-3 | |
| Soccer (Girls) | L | St. Joseph | Suffield | 2-0 | |
| Soccer (Girls) | M | Northwest Catholic | Enfield | 2-0 | |
| Soccer (Girls) | S | Notre Dame-Fairfield/Old Lyme | | 2-2 (2OT, Co-Champions) | |
| 2014 | Soccer (Girls) | LL | Glastonbury | Fairfield Warde | 2-1 (2OT) | |
| Soccer (Girls) | L | Immaculate | Avon | 2-1 | |
| Soccer (Girls) | M | East Catholic | Weston | 1-0 | |
| Soccer (Girls) | S | Portland | Housatonic Regional | 2-1 (2OT) | |
| 2013 | Soccer (Girls) | LL | St. Joseph | Suffield | 2-1 | |
| Soccer (Girls) | L | Guilford | Branford | 2-0 | |
| Soccer (Girls) | M | Waterford | Haddam-Killingworth | 1-0 | |
| Soccer (Girls) | S | Portland/Old Saybrook | | 0-0 (OT, Co-Champions) | |
| 2012 | Soccer (Girls) | LL | Newtown | Glastonbury | 2-1 | |
| Soccer (Girls) | L | Avon | Masuk | 1-0 | |
| Soccer (Girls) | M | Northwest Catholic | St. Joseph | 4-1 | |
| Soccer (Girls) | S | Immaculate | Portland | 5-0 | |
| 2011 | Soccer (Girls) | LL | Glastonbury | Trumbull | 2-1 | |
| Soccer (Girls) | L | Avon | Farmington | 2-1 | |
| Soccer (Girls) | M | Northwest Catholic | Granby Memorial | 4-0 | |
| Soccer (Girls) | S | Immaculate | Litchfield | 3-0 | |
| 2010 | Soccer (Girls) | LL | Shelton | Westhill | 1-0 | |
| Soccer (Girls) | L | RHAM | Avon | 2-1 | |
| Soccer (Girls) | M | Suffield | Lewis Mills | 1-0 | |
| Soccer (Girls) | S | Immaculate | Morgan | 1-0 | |
| 2009 | Soccer (Girls) | LL | Westhill | Glastonbury | 2-1 | |
| Soccer (Girls) | L | New Canaan | Avon | 1-0 | |
| Soccer (Girls) | M | Suffield/Northwest Catholic | (Co-Champions) | 0-0 (2OT) | |
| Soccer (Girls) | S | Old Lyme/Immaculate | (Co-Champions) | 1-1 (2OT) | |
| 2008 | Soccer (Girls) | LL | Trumbull | Cheshire | 1-0 | |
| Soccer (Girls) | L | Wilton | Joel Barlow | 1-0 | |
| Soccer (Girls) | M | St. Joseph | Nonnewaug | 1-0 | |
| Soccer (Girls) | S | Immaculate | St. Bernard | 2-0 | |
| 2007 | Soccer (Girls) | LL | Trumbull | Simsbury | 1-0 | |
| Soccer (Girls) | L | Fairfield Warde | Farmington | 1-0 | |
| Soccer (Girls) | M | St. Joseph | Suffield | 1-0 | |
| Soccer (Girls) | S | Cromwell | Somers | 3-2 | |
| 2006 | Soccer (Girls) | LL | Amity Regional/Trumbull | (Co-Champions) | 0-0 (2OT) | |
| Soccer (Girls) | L | Wilton | Daniel Hand | 3-1 | |
| Soccer (Girls) | M | Suffield | Holy Cross | 1-0 | |
| Soccer (Girls) | S | Cromwell/Immaculate | (Co-Champions) | 0-0 (2OT) | |
| 2005 | Soccer (Girls) | LL | Cheshire/Simsbury | (Co-Champions) | 2-2 (2OT) | |
| Soccer (Girls) | L | Farmington | Wilton | 1-0 | |
| Soccer (Girls) | M | Suffield | Holy Cross | 1-0 | |
| Soccer (Girls) | S | Immaculate | St. Bernard | 3-0 | |
| 2004 | Soccer (Girls) | LL | Newtown | Trumbull | 2-0 | |
| Soccer (Girls) | L | Wilton | Daniel Hand | 2-1 (2OT) | |
| Soccer (Girls) | M | New Canaan | Suffield | 2-0 | |
| Soccer (Girls) | S | Immaculate | Old Lyme | 4-0 | |
| 2003 | Soccer (Girls) | LL | Cheshire | Fairfield | 1-0 | |
| Soccer (Girls) | L | Farmington/Guilford | (Co-Champions) | 1-1 | |
| Soccer (Girls) | M | Avon | Joel Barlow | 2-1 | |
| Soccer (Girls) | S | Immaculate | Tourtellotte | 4-0 | |
| 2002 | Soccer (Girls) | LL | Fairfield/Southington | (Co-Champions) | 0-0 (2OT) | |
| Soccer (Girls) | L | New Canaan | Farmington | 2-1 | |
| Soccer (Girls) | M | Avon | Waterford | 2-0 | |
| Soccer (Girls) | S | Stafford | Rocky Hill | 2-0 | |
| 2001 | Soccer (Girls) | LL | Trumbull | Simsbury | 1-0 | |
| Soccer (Girls) | L | New Canaan | Daniel Hand | 2-0 | |
| Soccer (Girls) | M | Avon | Lauralton Hall | 1-0 (2OT) | |
| Soccer (Girls) | S | Granby Memorial | Windsor Locks | 2-0 | |
| 2000 | Soccer (Girls) | LL | Simsbury | Glastonbury | 2-1 | |
| Soccer (Girls) | L | Wilton | Farmington | 2-1 | |
| Soccer (Girls) | M | Suffield | Avon | 1-0 | |
| Soccer (Girls) | S | Granby Memorial | Tourtellotte | 3-0 | |
| 1999 | Soccer (Girls) | L | Trumbull | Glastonbury | 1-0 | |
| Soccer (Girls) | M | Wilton | Suffield | 3-0 | |
| Soccer (Girls) | S | Tourtellotte/Rocky Hill | (Co-Champions) | 1-1 (OT) | |
| 1998 | Soccer (Girls) | L | Trumbull | Simsbury | 3-0 | |
| Soccer (Girls) | M | Berlin | East Lyme | 3-1 | |
| Soccer (Girls) | S | Suffield | Lewis Mills | 3-2 | |
| 1997 | Soccer (Girls) | L | Trumbull | Simsbury | 3-0 | |
| Soccer (Girls) | M | New Canaan | Holy Cross | 4-1 | |
| Soccer (Girls) | S | Ellington | Coventry | 1-0 | |
| 1996 | Soccer (Girls) | L | Trumbull | Glastonbury | 2-0 | |
| Soccer (Girls) | M | Woodstock Academy | Farmington | 1-0 | |
| Soccer (Girls) | S | Rocky Hill | Immaculate | 1-0 | |
| 1995 | Soccer (Girls) | L | Wilton | Lyman Hall | 2-0 | |
| Soccer (Girls) | M | RHAM | Staples | 4-2 | |
| Soccer (Girls) | S | Immaculate | Old Lyme | 2-1 | |
| 1994 | Soccer (Girls) | L | Simsbury | Guilford | 2-1 (2OT) | |
| Soccer (Girls) | M | Wethersfield | Windham | 3-0 | |
| Soccer (Girls) | S | Weston | Tourtellotte | 1-0 | |
| 1993 | Soccer (Girls) | L | Wilton | Simsbury | 3-2 | |
| Soccer (Girls) | M | New Canaan | Wethersfield | 1-0 | |
| Soccer (Girls) | S | Tourtellotte | Ellington | 2-1 | |
| 1992 | Soccer (Girls) | L | Simsbury | Ridgefield | 1-0 | |
| Soccer (Girls) | M | Guilford | New Canaan | 4-0 | |
| Soccer (Girls) | S | Ellington | Woodstock Academy | 4-1 | |
| 1991 | Soccer (Girls) | L | Windsor | Glastonbury | 1-0 | |
| Soccer (Girls) | M | Guilford | Daniel Hand | 2-1 | |
| Soccer (Girls) | S | Weston | Woodstock Academy | 2-0 | |
| 1990 | Soccer (Girls) | L | Manchester/Wilton | (Co-Champions) | 2-2 | |
| Soccer (Girls) | M | Guilford | Daniel Hand | 5-0 | |
| Soccer (Girls) | S | Ellington | Avon | 2-1 | |
| 1989 | Soccer (Girls) | L | Staples | Wilton | 1-0 | |
| Soccer (Girls) | M | Lyman Hall/Guilford | (Co-Champions) | 2-2 | |
| Soccer (Girls) | S | Weston | Tolland | 1-0 | |
| 1988 | Soccer (Girls) | L | Wilton | Simsbury | 3-2 | |
| Soccer (Girls) | M | New Canaan | Sheehan | 2-1 | |
| Soccer (Girls) | S | Granby Memorial | Weston | 1-0 | |
| 1987 | Soccer (Girls) | L | Simsbury | Wilton | 2-1 | |
| Soccer (Girls) | M | Guilford | New Canaan | 3-2 | |
| Soccer (Girls) | S | Granby Memorial | Coventry | 2-1 | |
| 1986 | Soccer (Girls) | L | Wilton | Hall | 3-2 | |
| Soccer (Girls) | M | Farmington/Wethersfield | (Co-Champions) | 0-0 | |
| Soccer (Girls) | S | Granby Memorial | Rocky Hill | 4-3 | |
| 1985 | Soccer (Girls) | L | Wilton | Hall | 2-1 | |
| Soccer (Girls) | S | Tolland | Old Lyme | 1-0 | |
| 1984 | Soccer (Girls) | L | Guilford | Manchester | 2-1 | |
| Soccer (Girls) | S | Tolland | Rocky Hill | 2-0 | |
| 1983 | Soccer (Girls) | L | Simsbury | Glastonbury | 3-0 | |
| Soccer (Girls) | S | Tolland | Farmington | 2-1 | |
| 1982 | Soccer (Girls) | Open | Simsbury | Farmington | 5-0 | |
| 1981 | Soccer (Girls) | Open | E.O. Smith | Guilford | 2-0 | |
| 1980 | Soccer (Girls) | Open | E.O. Smith | Windsor Locks | 5-0 | |