| 2. Jornada | 13.09.2019 | Glacis United FC | - | Mons Calpe S.C. | 0:5 | ||||
| 2. Jornada | 22.09.2019 | Europa Point FC | - | Glacis United FC | 0:3 |  |
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| 3. Jornada | 26.10.2019 | Glacis United FC | - | Manchester 62 FC | 2:3 |  |
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| 4. Jornada | 22.11.2019 | Glacis United FC | - | College 1975 FC | 4:0 | |
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| 4. Jornada | 29.11.2019 | Europa FC | - | Glacis United FC | 6:2 | |
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| 5. Jornada | 05.12.2019 | Glacis United FC | - | Boca Gibraltar | 0:2 | ||||
| 5. Jornada | 10.12.2019 | Glacis United FC | - | Lions Gibraltar | 1:3 | |
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Italia