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2008 Lincoln Red Imps Lincoln Red Imps Gibraltar Gibraltar
2007 Newcastle FC Newcastle FC Gibraltar Gibraltar
2006 Newcastle FC Newcastle FC Gibraltar Gibraltar
2005 Newcastle FC Newcastle FC Gibraltar Gibraltar
2004 Newcastle FC Newcastle FC Gibraltar Gibraltar
2003 Newcastle FC Newcastle FC Gibraltar Gibraltar
2002 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
2001 Lincoln ABG FC Lincoln ABG FC Gibraltar Gibraltar
2000 Glacis United FC Glacis United FC Gibraltar Gibraltar
1999 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1998 St. Theresas FC St. Theresas FC Gibraltar Gibraltar
1997 Glacis United FC Glacis United FC Gibraltar Gibraltar
1996 St. Joseph's FC St. Joseph's FC Gibraltar Gibraltar
1995 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1994 Lincoln FC Lincoln FC Gibraltar Gibraltar
1993 Lincoln FC Lincoln FC Gibraltar Gibraltar
1992 Lincoln FC Lincoln FC Gibraltar Gibraltar
1991 Lincoln FC Lincoln FC Gibraltar Gibraltar
1990 Lincoln FC Lincoln FC Gibraltar Gibraltar
1989 Glacis United FC Glacis United FC Gibraltar Gibraltar
1986 Lincoln FC Lincoln FC Gibraltar Gibraltar
1985 Glacis United FC Glacis United FC Gibraltar Gibraltar
1984 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1983 Glacis United FC Glacis United FC Gibraltar Gibraltar
1982 Glacis United FC Glacis United FC Gibraltar Gibraltar
1981 Glacis United FC Glacis United FC Gibraltar Gibraltar
1980 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1979 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1977 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1976 Glacis United FC Glacis United FC Gibraltar Gibraltar
1975 Manchester 62 FC Manchester 62 FC Gibraltar Gibraltar
1974 Glacis United FC Glacis United FC Gibraltar Gibraltar
1973 Glacis United FC Glacis United FC Gibraltar Gibraltar
1972 Glacis United FC Glacis United FC Gibraltar Gibraltar
1971 Glacis United FC Glacis United FC Gibraltar Gibraltar
1970 Glacis United FC Glacis United FC Gibraltar Gibraltar
1969 Glacis United FC Glacis United FC Gibraltar Gibraltar
1968 Glacis United FC Glacis United FC Gibraltar Gibraltar
1967 Glacis United FC Glacis United FC Gibraltar Gibraltar
1966 Glacis United FC Glacis United FC Gibraltar Gibraltar
1965 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1964 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1963 Britannia FC Britannia FC Gibraltar Gibraltar
1962 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1961 Britannia FC Britannia FC Gibraltar Gibraltar
1960 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1958 Britannia FC Britannia FC Gibraltar Gibraltar
1957 Britannia FC Britannia FC Gibraltar Gibraltar
1956 Britannia FC Britannia FC Gibraltar Gibraltar
1955 Britannia FC Britannia FC Gibraltar Gibraltar
1954 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1953 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1952 Europa FC Europa FC Gibraltar Gibraltar
1951 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1950 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1949 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1948 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1947 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1941 Britannia FC Britannia FC Gibraltar Gibraltar
1940 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1939 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1938 Europa FC Europa FC Gibraltar Gibraltar
1937 Britannia FC Britannia FC Gibraltar Gibraltar
1936 Chief Constructor FC Chief Constructor FC Gibraltar Gibraltar
1935 Chief Constructor FC Chief Constructor FC Gibraltar Gibraltar
1934 Commander of the Yard FC Commander of the Yard FC Gibraltar Gibraltar
1933 Europa FC Europa FC Gibraltar Gibraltar
1932 Europa FC Europa FC Gibraltar Gibraltar
1931 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1930 Europa FC Europa FC Gibraltar Gibraltar
1929 Europa FC Europa FC Gibraltar Gibraltar
1928 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1927 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1926 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1925 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1924 Gibraltar United FC Gibraltar United FC Gibraltar Gibraltar
1923 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1922 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1921 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1920 Britannia FC Britannia FC Gibraltar Gibraltar
1919 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1918 Britannia FC Britannia FC Gibraltar Gibraltar
1917 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1915 Royal Sovereign Royal Sovereign Gibraltar Gibraltar
1914 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1913 Britannia FC Britannia FC Gibraltar Gibraltar
1912 Britannia FC Britannia FC Gibraltar Gibraltar
1911 South United FC South United FC Gibraltar Gibraltar
1910 South United FC South United FC Gibraltar Gibraltar
1909 Prince of Wales FC Prince of Wales FC Gibraltar Gibraltar
1908 Britannia FC Britannia FC Gibraltar Gibraltar
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