| 2. Journée | 14.09.2019 | St. Joseph's FC | - | Boca Gibraltar | 2:0 | ||||
| 2. Journée | 19.09.2019 | Boca Gibraltar | - | Lynx FC | 1:3 | ||||
| 2. Journée | 29.09.2019 | Boca Gibraltar | - | Mons Calpe S.C. | 1:1 | ||||
| 3. Journée | 19.10.2019 | Boca Gibraltar | - | Europa Point FC | 1:1 | ||||
| 4. Journée | 04.11.2019 | Boca Gibraltar | - | FCB Magpies | 1:2 | ||||
| 5. Journée | 05.12.2019 | Glacis United FC | - | Boca Gibraltar | 0:2 | ||||
| 5. Journée | 17.12.2019 | Lions Gibraltar | - | Boca Gibraltar | 6:4 |
Gibraltar