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2024 2023 2022 2021 2020 2019 2017/18 2016/17 2015/16 2014/15
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2017/18
1/16-finals
| 1 | Europa FC | Bye | |
| 2 | Bye | Lynx | |
| 3 | Magpies | Angels | 3 : 1 |
| 4 | Bye | Gibraltar Phoenix | |
| 5 | Cannons | Boca Gibraltar | 2 : 0 |
| 6 | Bye | Hound Dogs | |
| 7 | Glacis United | Bye | |
| 8 | Bye | Lincoln Red Imps | |
| 9 | Gibraltar United | Bye | |
| 10 | Bye | Manchester 62 | |
| 11 | Europa Point | College 1975 FC | 3 : 1 |
| 12 | Bye | Olympique | |
| 13 | St Josephs | Bye | |
| 14 | Bye | Leo FC | |
| 15 | Lions Gibraltar | Bye | |
| 16 | Bye | Mons Calpe |
1/8-finals
| 1 | Europa FC | Lynx | 2 : 0 |
| 2 | Magpies | Gibraltar Phoenix | 1 : 2 |
| 3 | Cannons | Hound Dogs | 2 : 0 |
| 4 | Glacis United | Lincoln Red Imps | 0 : 3 |
| 5 | Gibraltar United | Manchester 62 | 3 : 1 |
| 6 | Europa Point | Olympique | 2 : 3 |
| 7 | St Josephs | Leo FC | 3 : 0 |
| 8 | Lions Gibraltar | Mons Calpe | 1 : 4 |
Quarter-finals
| 1 | Europa FC | Gibraltar Phoenix | 5 : 0 |
| 2 | Cannons | Lincoln Red Imps | 0 : 2 |
| 3 | Gibraltar United | Olympique | 6 : 0 |
| 4 | St Josephs | Mons Calpe | 1 : 2 |
Semi-finals
| 1 | Europa FC | Lincoln Red Imps | 3 : 1 |
| 2 | Gibraltar United | Mons Calpe | 0 : 5 |
Final
| 1 | Europa FC | Mons Calpe | 2 : 1 |
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