| British Crown Colony until 1981, British Dependant Territory 1981-2002, British Overseas Territory 2002 => | |||||||||
| GIBRALTAR 1895-96 | |||||||||
| (Merchant Cup) | |||||||||
| Final (01.05.1896) | Gibraltar FC - Jubilee FC | +/- | |||||||
| GIBRALTAR 1896-97 | |||||||||
| (Merchant Cup) | |||||||||
| Winners | Jubilee FC | ||||||||
| GIBRALTAR 1897-98 | |||||||||
| (Merchant Cup) | |||||||||
| Winners | Jubilee FC | ||||||||
| GIBRALTAR 1898-99 | |||||||||
| (Merchant Cup) | |||||||||
| Winners | Albion FC | ||||||||
| GIBRALTAR 1899-1900 | |||||||||
| (Merchant Cup) | |||||||||
| Winners | Exiles FC | ||||||||