Merchants Cup
| 1895-96 | GIBRALTAR | |
|---|---|---|
| 1896-97 | JUBILEE | |
| 1897-98 | JUBILEE | |
| 1898-99 | ALBION | |
| 1899-00 | EXILES | |
| 1900-01 | PRINCE OF WALES | |
| 1901-02 | EXILES | |
| 1902-03 | PRINCE OF WALES | |
| 1903-04 | PRINCE OF WALES | |
| 1904-05 | ATHLETIC |
Premier Division
| 1905-06 | PRINCE OF WALES | |
|---|---|---|
| 1906-07 | non disputato | |
| 1907-08 | BRITANNIA XI | |
| 1908-09 | PRINCE OF WALES | |
| 1909-10 | SOUTH UNITED | |
| 1910-11 | SOUTH UNITED | |
| 1911-12 | BRITANNI XI | |
| 1912-13 | BRITANNI XI | |
| 1913-14 | PRINCE OF WALES | |
| 1914-15 | ROYAL SOVEREIGN | |
| 1915-16 | non disputato | |
| 1916-17 | PRINCE OF WALES | |
| 1917-18 | BRITANNIA XI | |
| 1918-19 | PRINCE OF WALES | |
| 1919-20 | BRITANNIA XI | |
| 1920-21 | PRINCE OF WALES | |
| 1921-22 | PRINCE OF WALES | |
| 1922-23 | PRINCE OF WALES | |
| 1923-24 | GIBRALTAR | |
| 1924-25 | PRINCE OF WALES | |
| 1925-26 | PRINCE OF WALES | |
| 1926-27 | PRINCE OF WALES | |
| 1927-28 | PRINCE OF WALES | |
| 1928-29 | EUROPA FC | |
| 1929-30 | EUROPA FC | |
| 1930-31 | PRINCE OF WALES | |
| 1931-32 | EUROPA FC | |
| 1932-33 | EUROPA FC | |
| 1933-34 | COMMANDER OF THE YARD | |
| 1934-35 | CHIEF CONSTRUCTION | |
| 1935-36 | CHIEF CONSTRUCTION | |
| 1936-37 | BRITANNIA XI | |
| 1937-38 | EUROPA FC | |
| 1938-39 | PRINCE OF WALES | |
| 1939-40 | PRINCE OF WALES | |
| 1940-41 | BRITANNIA XI | |
| 1941-42 | non disputato | |
| 1942-43 | non disputato | |
| 1943-44 | non disputato | |
| 1944-45 | non disputato | |
| 1945-46 | non disputato | |
| 1946-47 | GIBRALTAR UNITED | |
| 1947-48 | GIBRALTAR UNITED | |
| 1948-49 | GIBRALTAR UNITED | |
| 1949-50 | GIBRALTAR UNITED | |
| 1950-51 | GIBRALTAR UNITED | |
| 1951-52 | EUROPA FC | |
| 1952-53 | PRINCE OF WALES | |
| 1953-54 | GIBRALTAR UNITED | |
| 1954-55 | BRITANNIA XI | |
| 1955-56 | BRITANNIA XI | |
| 1956-57 | BRITANNIA XI | |
| 1957-58 | BRITANNIA XI | |
| 1958-59 | BRITANNIA XI | |
| 1959-60 | GIBRALTAR UNITED | |
| 1960-61 | BRITANNIA XI | |
| 1961-62 | GIBRALTAR UNITED | |
| 1962-63 | BRITANNIA XI | |
| 1963-64 | GIBRALTAR UNITED | |
| 1964-65 | GIBRALTAR UNITED | |
| 1965-66 | GLACIS UNITED | |
| 1966-67 | GLACIS UNITED | |
| 1967-68 | GLACIS UNITED | |
| 1968-69 | GLACIS UNITED | |
| 1969-70 | GLACIS UNITED | |
| 1970-71 | GLACIS UNITED | |
| 1971-72 | GLACIS UNITED | |
| 1972-73 | GLACIS UNITED | |
| 1973-74 | GLACIS UNITED | |
| 1974-75 | MANCHESTER 62 | |
| 1975-76 | GLACIS UNITED | |
| 1976-77 | MANCHESTER 62 | |
| 1977-78 | non disputato | |
| 1978-79 | MANCHESTER 62 | |
| 1979-80 | MANCHESTER 62 | |
| 1980-81 | GLACIS UNITED | |
| 1981-82 | GLACIS UNITED | |
| 1982-83 | GLACIS UNITED | |
| 1983-84 | MANCHESTER 62 | |
| 1984-85 | GLACIS UNITED | |
| 1985-86 | LINCOLN RED IMPS | |
| 1986-87 | ST THERESAS | |
| 1987-88 | ST THERESAS | |
| 1988-89 | GLACIS UNITED | |
| 1989-90 | LINCOLN RED IMPS | |
| 1990-91 | LINCOLN RED IMPS | |
| 1991-92 | LINCOLN RED IMPS | |
| 1992-93 | LINCOLN RED IMPS | |
| 1993-94 | LINCOLN RED IMPS | |
| 1994-95 | MANCHESTER 62 | |
| 1995-96 | ST JOSEPH'S | |
| 1996-97 | GLACIS UNITED | |
| 1997-98 | ST THERESAS | |
| 1998-99 | MANCHESTER 62 | |
| 1999-00 | GLACIS UNITED | |
| 2000-01 | LINCOLN RED IMPS | |
| 2001-02 | GIBRALTAR UNITED | |
| 2002-03 | LINCOLN RED IMPS | |
| 2003-04 | LINCOLN RED IMPS | |
| 2004-05 | LINCOLN RED IMPS | |
| 2005-06 | LINCOLN RED IMPS | |
| 2006-07 | LINCOLN RED IMPS | |
| 2007-08 | LINCOLN RED IMPS | |
| 2008-09 | LINCOLN RED IMPS | |
| 2009-10 | LINCOLN RED IMPS | |
| 2010-11 | LINCOLN RED IMPS | |
| 2011-12 | LINCOLN RED IMPS | |
| 2012-13 | LINCOLN RED IMPS | |
| 2013-14 | LINCOLN RED IMPS | |
| 2014-15 | LINCOLN RED IMPS | |
| 2015-16 | LINCOLN RED IMPS | |
| 2016-17 | EUROPA FC | |
| 2017-18 | LINCOLN RED IMPS | |
| 2018-19 | LINCOLN RED IMPS |
National League
| 2019-20 | interrotto per l'emergenza Coronavirus | |
|---|---|---|
| 2020-21 | LINCOLN RED IMPS | |
| 2021-22 | LINCOLN RED IMPS | |
| 2022-23 | LINCOLN RED IMPS | |
| 2023-24 | LINCOLN RED IMPS | |
| 2024-25 | LINCOLN RED IMPS |