22/23 | | Lincoln Red Imps FC | Javi Muñoz |
21/22 | | Lincoln Red Imps FC | Mike McElwee |
20/21 | | Lincoln Red Imps FC | Mike McElwee |
18/19 | | Lincoln Red Imps FC | Víctor Afonso |
17/18 | | Lincoln Red Imps FC | Julio Ribas |
16/17 | | Europa FC | Juanjo Gallardo |
15/16 | | Lincoln Red Imps FC | Julio Ribas |
14/15 | | Lincoln Red Imps FC | Raúl Procopio |
13/14 | | Lincoln Red Imps FC | |
12/13 | | Lincoln Red Imps FC | |
11/12 | | Lincoln Red Imps FC | |
10/11 | | Lincoln Red Imps FC | |
09/10 | | Lincoln Red Imps FC | |
08/09 | | Lincoln Red Imps FC | |
07/08 | | Lincoln Red Imps FC | |
06/07 | | Lincoln Red Imps FC | |
05/06 | | Lincoln Red Imps FC | |
04/05 | | Lincoln Red Imps FC | |
03/04 | | Lincoln Red Imps FC | |
02/03 | | Newcastle FC | |
01/02 | | Gibraltar United FC (- 2019) | |
00/01 | | Newcastle FC | |
99/00 | | Glacis United | |
98/99 | | Manchester United | |
97/98 | | St Theresa's FC (- 2005) | |
96/97 | | Glacis United | |
95/96 | | St Joseph's FC | |
94/95 | | Manchester United | |
93/94 | | Newcastle FC | |
92/93 | | Newcastle FC | |
91/92 | | Newcastle FC | |
90/91 | | Newcastle FC | |
89/90 | | Newcastle FC | |
88/89 | | Glacis United | |
88/89 | | Newcastle FC | |
87/88 | | St Theresa's FC (- 2005) | |
86/87 | | St Theresa's FC (- 2005) | |
84/85 | | Newcastle FC | |
84/85 | | Glacis United | |
83/84 | | Manchester United | |
82/83 | | Glacis United | |
81/82 | | Glacis United | |
80/81 | | Glacis United | |
79/80 | | Manchester United | |
78/79 | | Manchester United | |
76/77 | | Manchester United | |
75/76 | | Glacis United | |
74/75 | | Manchester United | |
73/74 | | Glacis United | |
72/73 | | Glacis United | |
71/72 | | Glacis United | |
70/71 | | Glacis United | |
69/70 | | Glacis United | |
68/69 | | Glacis United | |
67/68 | | Glacis United | |
66/67 | | Glacis United | |
65/66 | | Glacis United | |
64/65 | | Gibraltar United FC (- 2019) | |
63/64 | | Gibraltar United FC (- 2019) | |
62/63 | | F.C. Britannia XI (- 2016) | |
61/62 | | Gibraltar United FC (- 2019) | |
60/61 | | F.C. Britannia XI (- 2016) | |
59/60 | | Gibraltar United FC (- 2019) | |
58/59 | | F.C. Britannia XI (- 2016) | |
57/58 | | F.C. Britannia XI (- 2016) | |
56/57 | | F.C. Britannia XI (- 2016) | |
55/56 | | F.C. Britannia XI (- 2016) | |
54/55 | | F.C. Britannia XI (- 2016) | |
53/54 | | Gibraltar United FC (- 2019) | |
52/53 | | Prince of Wales FC (- 1954) | |
51/52 | | College Cosmos FC | |
50/51 | | Gibraltar United FC (- 2019) | |
49/50 | | Gibraltar United FC (- 2019) | |
48/49 | | Gibraltar United FC (- 2019) | |
47/48 | | Gibraltar United FC (- 2019) | |
46/47 | | Gibraltar United FC (- 2019) | |
40/41 | | F.C. Britannia XI (- 2016) | |
39/40 | | Prince of Wales FC (- 1954) | |
38/39 | | Prince of Wales FC (- 1954) | |
37/38 | | College Cosmos FC | |
36/37 | | F.C. Britannia XI (- 2016) | |
35/36 | | Chief Constructor FC | |
34/35 | | Chief Constructor FC | |
33/34 | | Commander of the Yard FC | |
32/33 | | College Cosmos FC | |
31/32 | | College Cosmos FC | |
30/31 | | Prince of Wales FC (- 1954) | |
1929/30 | | College Cosmos FC | |
1928/29 | | College Cosmos FC | |
1927/28 | | Prince of Wales FC (- 1954) | |
1926/27 | | Prince of Wales FC (- 1954) | |
1925/26 | | Prince of Wales FC (- 1954) | |
1924/25 | | Prince of Wales FC (- 1954) | |
1923/24 | | Gibraltar FC | |
1922/23 | | Prince of Wales FC (- 1954) | |
1921/22 | | Prince of Wales FC (- 1954) | |
1920/21 | | Prince of Wales FC (- 1954) | |
1919/20 | | F.C. Britannia XI (- 2016) | |
1918/19 | | Prince of Wales FC (- 1954) | |
1917/18 | | F.C. Britannia XI (- 2016) | |
1916/17 | | Prince of Wales FC (- 1954) | |
1914/15 | | Royal Sovereign FC | |
1913/14 | | Prince of Wales FC (- 1954) | |
1912/13 | | F.C. Britannia XI (- 2016) | |
1911/12 | | F.C. Britannia XI (- 2016) | |
1910/11 | | South United FC (- 2010) | |
1909/10 | | South United FC (- 2010) | |
1908/09 | | Prince of Wales FC (- 1954) | |
1907/08 | | F.C. Britannia XI (- 2016) | |
1905/06 | | Prince of Wales FC (- 1954) | |
1904/05 | | Athletic FC (Gibraltar) | |
1903/04 | | Prince of Wales FC (- 1954) | |
1902/03 | | Prince of Wales FC (- 1954) | |
1901/02 | | Exiles FC | |
1900/01 | | Prince of Wales FC (- 1954) | |
1899/00 | | Exiles FC | |
1898/99 | | Albion FC | |
1897/98 | | Jubilee FC | |
1896/97 | | Jubilee FC | |
1895/96 | | Gibraltar FC | |