| 2. Jornada | 22.09.2019 | Europa Point FC | - | Glacis United FC | 0:3 | ||||
| 4. Jornada | 22.11.2019 | Glacis United FC | - | College 1975 FC | 4:0 | ||||
| 4. Jornada | 29.11.2019 | Europa FC | - | Glacis United FC | 6:2 | ||||
| 5. Jornada | 05.12.2019 | Glacis United FC | - | Boca Gibraltar | 0:2 | ||||
| 5. Jornada | 10.12.2019 | Glacis United FC | - | Lions Gibraltar | 1:3 | ||||
| 5. Jornada | 18.12.2019 | Lynx FC | - | Glacis United FC | 3:2 |
Gibraltar