| 1. Jornada | 19.08.2019 | St. Joseph's FC | - | College 1975 FC | 7:0 | ||||
| 3. Jornada | 24.10.2019 | College 1975 FC | - | Boca Gibraltar | 0:4 | ||||
| 4. Jornada | 01.11.2019 | College 1975 FC | - | Europa FC | 0:12 | ||||
| 4. Jornada | 22.11.2019 | Glacis United FC | - | College 1975 FC | 4:0 |  |
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| 4. Jornada | 28.11.2019 | College 1975 FC | - | Lions Gibraltar | 1:6 | ||||
| 5. Jornada | 06.12.2019 | Lynx FC | - | College 1975 FC | 4:0 |
Gibraltar