1952-53 Beeches Old Boys beat Belgrave Wanderers 2-1 in Guernsey
1953-54 First Tower United beat Northerners 2-0 in Jersey
1954-44 Oaklands F.C. beat Vale Recreation 2-1 in Guernsey
1955-56 Oaklands F.C. drew with Northerners 1-1 in Jersey
1956-57 First Tower United beat Northerners 4-1 in Guernsey (AET)
1957-58 First Tower United beat Northerners 4-1 in Jersey
1958-59 Northerners beat First Tower United 2-0 in Guernsey
1959-60 Rangers beat First Tower United 2-1 in Jersey
1960-61 Northerners beat Georgetown S.C. 7-1 in Guernsey
1961-62 Rangers beat Georgetown S.C. 4-1 in Jersey
1962-63 Northerners beat St Paul’s 3-1 in Guernsey
1963-64 Beeches Old Boys drew with Northerners 4-4 in Jersey (AET)
1964-65 St Martin’s drew with Georgetown 2-2 in Guernsey (AET)
1965-66 St Martin’s beat Magpies 4-0 in Jersey
1966-67 St Paul’s beat Vale Recreation 4-1 in Guernsey
1967-68 Northerners beat St Paul’s 2-0 in Jersey
1968-69 Northerners beat St Paul’s 2-0 in Guernsey
1969-70 Northerners beat St Helier 4-1 in Jersey
1970-71 Vale Rec. beat First Tower 3-0 in Guernsey
1971-72 Magpies beat St Martin’s 2-1 in Jersey
1972-73 Beeches Old Boys beat St Martin’s 3-0 in Guernsey
1973-74 Beeches Old Boys drew with Sylvans 2-2 in Jersey (AET)
1974-75 Sylvans beat First Tower 3-2 in Guernsey
1975-76 Vale Recreation beat First Tower 3-0 in Jersey
1976-77 St Martin’s beat Old Victorians 2-1 in Guernsey
1977-78 St Martin’s drew with St Helier 0-0 in Jersey (AET)
1978-79 St Martin’s drew with Old Victorians 2-2 in Guernsey (AET)
1979-80 Vale Recreation beat Trinity 6-0 in Jersey
1980-81 Vale Recreation beat Trinity 9-1 in Guernsey
1981-82 St Martin’s beat St Paul’s 2-1 in Jersey
1982-83 Vale Recreation beat Jersey Wanderers 1-0 in Guernsey
1983-84 Belgrave Wanderers beat Jersey Wanderers 2-1 in Jersey (AET)
1984-85 Belgrave Wanderers beat St Paul’s 3-2 in Guernsey (AET)
1985-86 St Paul’s beat Northerners 6-1 in Jersey
1986-87 St Paul’s beat Northerners 4-0 in Guernsey
1987-88 Vale Recreation drew with St Ouen 1-1 in Jersey (AET)
1988-89 Northerners beat St Ouen 4-1 in Guernsey
1989-90 Jersey Scottish beat Vale Recreation 2-0 in Jersey
1990-91 Vale Recreation drew with St Ouen 1-1 in Guernsey (AET)
1991-92 Sylvans beat Rozel Rovers 3-1 in Jersey
1992-93 Sylvans beat St Ouen 2-1 in Guernsey
1993-94 St Ouen beat Northerners 3-2 in Jersey (AET)
1994-95 First Tower beat Northerners 8-5 in Guernsey (AET)
1995-96 Jersey Scottish beat Vale Recreation 3-2 in Jersey
1996-97 First Tower United beat Vale Recreation 2-0 in Guernsey
1997-98 Jersey Scottish beat Vale Recreation 6-3 in Jersey (AET)
1998-99 Vale Recreation beat Rozel Rovers 1-0 in Guernsey
1999-00 St Paul’s beat St Martin’s 1-0 in Jersey (AET)
2000-01 St Paul’s beat St Martin’s 2-0 in Guernsey
2001-02 Grouville beat St Martin’s 4-1 in Jersey
2002-03 First Tower beat Northerners 3-1 in Guernsey
2003-04 First Tower United beat Northerners 3-1 in Jersey
2004-05 Northerners beat First Tower United 2-1 in Guernsey
2005-06 Sporting Academics beat Northerners 3-2 in Jersey
2006-07 Northerners beat Jersey Wanderers 5-3 in Guernsey
2007-08 Sylvans beat Jersey Wanderers 1-0 in Jersey
2008-09 Jersey Wanderers beat Northeners 3 2 in Guernsey AET