| 1. Round | 14/08/2019 | Lions Gibraltar | - | Europa Point FC | 0:0 | ||||
| 1. Round | 21/08/2019 | Europa Point FC | - | Lynx FC | 0:5 | ||||
| 2. Round | 15/09/2019 | Europa FC | - | Europa Point FC | 1:0 | ||||
| 2. Round | 22/09/2019 | Europa Point FC | - | Glacis United FC | 0:3 | ||||
| 3. Round | 05/10/2019 | Mons Calpe S.C. | - | Europa Point FC | 0:2 |  |
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| 3. Round | 19/10/2019 | Boca Gibraltar | - | Europa Point FC | 1:1 |  |
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| 3. Round | 25/10/2019 | Europa Point FC | - | FCB Magpies | 2:3 |
Spain