| 3. Journée | 24.10.2019 | College 1975 FC | - | Boca Gibraltar | 0:4 | ||||
| 4. Journée | 01.11.2019 | College 1975 FC | - | Europa FC | 0:12 | ||||
| 4. Journée | 22.11.2019 | Glacis United FC | - | College 1975 FC | 4:0 | ||||
| 4. Journée | 28.11.2019 | College 1975 FC | - | Lions Gibraltar | 1:6 |  |
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| 5. Journée | 16.12.2019 | Europa Point FC | - | College 1975 FC | 6:1 | |
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Gibraltar