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