2008

Semifinals @ East Haven HS

#1 Guilford 2, #4 North Haven 0

#2 Amity 3, #3 Notre Dame 0

Championship @Shelton HS

Amity defeated Guilford, 0-0 (Amity wins, 3-2, penalty kicks)

2007

Semifinals @East Haven HS

#1 Cheshire 2, #4 Wilbur Cross 0

#2 Xavier 2, #3 Guilford 0

Championship @East Haven HS

Cheshire 2, Xavier 1

2006

Semifinals @East Haven HS

#1 Cheshire defeated #4 Guilford, 1-1 (Cheshire wins, 6-5, penalty kicks)

#3 Xavier defeated Branford, 1-0
Championship @East Haven HS
Cheshire 0, Xavier 0  - teams share SCC title

2005

Semifinals @Shelton HS

#4 Fairfield Prep 1, #1 Cheshire 0

#3 Hand 2, #3 North Haven 0

Championship@Shelton HS

Fairfield Prep 3, Hand 2

2004
Semfinals@Shelton HS
#1 Guilford 1, #4 Shelton 0
#2 Fairfield Prep 3, #3 Wilbur Cross 0
Championship @Shelton HS
Guilford 2, Fairfield Prep 0

2003
Semifinals (Sheehan HS)
#4 Hand 1, #1 Cheshire 0
#2 Guilford 1, #3 Xavier 0 (3-2, PK)
Championship (Guilford HS)
Guilford 3, Hand 0

2002
Semifinals (Strong Field, Madison)
#1 Guilford 3, #4 West Haven 0
#3 Cheshire 1, #2 Notre Dame 0
Championship (Sachem Field, North Haven)
Guilford 2, Cheshire 1 (OT)

2001
Semifinals (Strong Field, Madison)
#1 Xavier 3, #4 Fairfield Prep 0
#3 Sheehan 1, #2 Guilford 0 (4-2, PK)
Championship (Sachem Field, North Haven)
Xavier 3, Sheehan 0

2000
Semifinals (Lyman Hall HS, Wallingford)
#1 Guilford 1, #4 Fairfield Prep 0
#2 Cheshire 1, #3 Notre Dame 0 (PK)
Championship (Sachem Field, North Haven)
Cheshire 1, Guilford 0

1999
Semifinals (Sachem Field, North Haven)
#2 Hand 3, #3 Lyman Hall 1
#1 Guilford 4, #4 Notre Dame 0
Championship (Sachem Field, North Haven)
Guilford 2, Hand 0

1998
Semifinals (Hand HS, Madison)
#3 West Haven 1, #2 Amity 0
#1 Guilford 2, #4 Hand 0
Championship (Hand HS, Madison)
Guilford 3, West Haven 0

1994-1997
No postseason tournament