| 1. Jornada | 14.08.2019 | Lions Gibraltar | - | Europa Point FC | 0:0 | ||||
| 1. Jornada | 23.08.2019 | FCB Magpies | - | Lions Gibraltar | 2:0 | ||||
| 2. Jornada | 12.09.2019 | Lions Gibraltar | - | Lynx FC | 0:0 | ||||
| 2. Jornada | 22.09.2019 | Mons Calpe S.C. | - | Lions Gibraltar | 1:1 |  |
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| 2. Jornada | 29.09.2019 | Lions Gibraltar | - | Lincoln Red Imps | 1:7 | ||||
| 3. Jornada | 31.10.2019 | Manchester 62 FC | - | Lions Gibraltar | 0:3 | |
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| 4. Jornada | 28.11.2019 | College 1975 FC | - | Lions Gibraltar | 1:6 | |
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| 5. Jornada | 04.12.2019 | Lions Gibraltar | - | Europa FC | 2:5 | |
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| 5. Jornada | 10.12.2019 | Glacis United FC | - | Lions Gibraltar | 1:3 | |
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| 5. Jornada | 17.12.2019 | Lions Gibraltar | - | Boca Gibraltar | 6:4 | |
España