| Year | Winner | Country | ||
|---|---|---|---|---|
| 2022/2023 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2021/2022 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2020/2021 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2019/2020 |
|
No Champion |
|
|
| 2019 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2018 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2017 |
|
Europa FC |
|
Gibraltar |
| 2016 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2015 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2014 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2013 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2012 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2011 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2010 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2009 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2008 |
|
Lincoln Red Imps |
|
Gibraltar |
| 2007 |
|
Newcastle FC |
|
Gibraltar |
| 2006 |
|
Newcastle FC |
|
Gibraltar |
| 2005 |
|
Newcastle FC |
|
Gibraltar |
| 2004 |
|
Newcastle FC |
|
Gibraltar |
| 2003 |
|
Newcastle FC |
|
Gibraltar |
| 2002 |
|
Gibraltar United FC |
|
Gibraltar |
| 2001 |
|
Lincoln ABG FC |
|
Gibraltar |
| 2000 |
|
Glacis United FC |
|
Gibraltar |
| 1999 |
|
Manchester 62 FC |
|
Gibraltar |
| 1998 |
|
St. Theresas FC |
|
Gibraltar |
| 1997 |
|
Glacis United FC |
|
Gibraltar |
| 1996 |
|
St. Joseph's FC |
|
Gibraltar |
| 1995 |
|
Manchester 62 FC |
|
Gibraltar |
| 1994 |
|
Lincoln FC |
|
Gibraltar |
| 1993 |
|
Lincoln FC |
|
Gibraltar |
| 1992 |
|
Lincoln FC |
|
Gibraltar |
| 1991 |
|
Lincoln FC |
|
Gibraltar |
| 1990 |
|
Lincoln FC |
|
Gibraltar |
| 1989 |
|
Glacis United FC |
|
Gibraltar |
| 1986 |
|
Lincoln FC |
|
Gibraltar |
| 1985 |
|
Glacis United FC |
|
Gibraltar |
| 1984 |
|
Manchester 62 FC |
|
Gibraltar |
| 1983 |
|
Glacis United FC |
|
Gibraltar |
| 1982 |
|
Glacis United FC |
|
Gibraltar |
| 1981 |
|
Glacis United FC |
|
Gibraltar |
| 1980 |
|
Manchester 62 FC |
|
Gibraltar |
| 1979 |
|
Manchester 62 FC |
|
Gibraltar |
| 1977 |
|
Manchester 62 FC |
|
Gibraltar |
| 1976 |
|
Glacis United FC |
|
Gibraltar |
| 1975 |
|
Manchester 62 FC |
|
Gibraltar |
| 1974 |
|
Glacis United FC |
|
Gibraltar |
| 1973 |
|
Glacis United FC |
|
Gibraltar |
| 1972 |
|
Glacis United FC |
|
Gibraltar |
| 1971 |
|
Glacis United FC |
|
Gibraltar |
| 1970 |
|
Glacis United FC |
|
Gibraltar |
| 1969 |
|
Glacis United FC |
|
Gibraltar |
| 1968 |
|
Glacis United FC |
|
Gibraltar |
| 1967 |
|
Glacis United FC |
|
Gibraltar |
| 1966 |
|
Glacis United FC |
|
Gibraltar |
| 1965 |
|
Gibraltar United FC |
|
Gibraltar |
| 1964 |
|
Gibraltar United FC |
|
Gibraltar |
| 1963 |
|
Britannia FC |
|
Gibraltar |
| 1962 |
|
Gibraltar United FC |
|
Gibraltar |
| 1961 |
|
Britannia FC |
|
Gibraltar |
| 1960 |
|
Gibraltar United FC |
|
Gibraltar |
| 1958 |
|
Britannia FC |
|
Gibraltar |
| 1957 |
|
Britannia FC |
|
Gibraltar |
| 1956 |
|
Britannia FC |
|
Gibraltar |
| 1955 |
|
Britannia FC |
|
Gibraltar |
| 1954 |
|
Gibraltar United FC |
|
Gibraltar |
| 1953 |
|
Prince of Wales FC |
|
Gibraltar |
| 1952 |
|
Europa FC |
|
Gibraltar |
| 1951 |
|
Gibraltar United FC |
|
Gibraltar |
| 1950 |
|
Gibraltar United FC |
|
Gibraltar |
| 1949 |
|
Gibraltar United FC |
|
Gibraltar |
| 1948 |
|
Gibraltar United FC |
|
Gibraltar |
| 1947 |
|
Gibraltar United FC |
|
Gibraltar |
| 1941 |
|
Britannia FC |
|
Gibraltar |
| 1940 |
|
Prince of Wales FC |
|
Gibraltar |
| 1939 |
|
Prince of Wales FC |
|
Gibraltar |
| 1938 |
|
Europa FC |
|
Gibraltar |
| 1937 |
|
Britannia FC |
|
Gibraltar |
| 1936 |
|
Chief Constructor FC |
|
Gibraltar |
| 1935 |
|
Chief Constructor FC |
|
Gibraltar |
| 1934 |
|
Commander of the Yard FC |
|
Gibraltar |
| 1933 |
|
Europa FC |
|
Gibraltar |
| 1932 |
|
Europa FC |
|
Gibraltar |
| 1931 |
|
Prince of Wales FC |
|
Gibraltar |
| 1930 |
|
Europa FC |
|
Gibraltar |
| 1929 |
|
Europa FC |
|
Gibraltar |
| 1928 |
|
Prince of Wales FC |
|
Gibraltar |
| 1927 |
|
Prince of Wales FC |
|
Gibraltar |
| 1926 |
|
Prince of Wales FC |
|
Gibraltar |
| 1925 |
|
Prince of Wales FC |
|
Gibraltar |
| 1924 |
|
Gibraltar United FC |
|
Gibraltar |
| 1923 |
|
Prince of Wales FC |
|
Gibraltar |
| 1922 |
|
Prince of Wales FC |
|
Gibraltar |
| 1921 |
|
Prince of Wales FC |
|
Gibraltar |
| 1920 |
|
Britannia FC |
|
Gibraltar |
| 1919 |
|
Prince of Wales FC |
|
Gibraltar |
| 1918 |
|
Britannia FC |
|
Gibraltar |
| 1917 |
|
Prince of Wales FC |
|
Gibraltar |
| 1915 |
|
Royal Sovereign |
|
Gibraltar |
| 1914 |
|
Prince of Wales FC |
|
Gibraltar |
| 1913 |
|
Britannia FC |
|
Gibraltar |
| 1912 |
|
Britannia FC |
|
Gibraltar |
| 1911 |
|
South United FC |
|
Gibraltar |
| 1910 |
|
South United FC |
|
Gibraltar |
| 1909 |
|
Prince of Wales FC |
|
Gibraltar |
| 1908 |
|
Britannia FC |
|
Gibraltar |