| 2. Journée | 14.09.2019 | St. Joseph's FC | - | Boca Gibraltar | 2:0 | ||||
| 2. Journée | 19.09.2019 | Boca Gibraltar | - | Lynx FC | 1:3 |  |
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| 2. Journée | 29.09.2019 | Boca Gibraltar | - | Mons Calpe S.C. | 1:1 |  |
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| 3. Journée | 24.10.2019 | College 1975 FC | - | Boca Gibraltar | 0:4 | ||||
| 4. Journée | 04.11.2019 | Boca Gibraltar | - | FCB Magpies | 1:2 | |
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| 4. Journée | 23.11.2019 | Europa FC | - | Boca Gibraltar | 6:1 |
Gibraltar