| 1. Round | 14/01/2020 | Boca Gibraltar | - | Europa Point FC | 2:4 |  |
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| 2. Round | 22/01/2020 | Glacis United FC | - | Boca Gibraltar | 2:2 | ||||
| 3. Round | 28/01/2020 | Boca Gibraltar | - | Mons Calpe S.C. | 0:2 | ||||
| 5. Round | 20/02/2020 | Boca Gibraltar | - | College 1975 FC | 7:5 | ||||
| 6. Round | 25/02/2020 | Europa Point FC | - | Boca Gibraltar | 2:1 |
Spain