| 2. Round | 15/09/2019 | Europa FC | - | Europa Point FC | 1:0 | ||||
| 2. Round | 20/09/2019 | FCB Magpies | - | Europa FC | 0:6 | ||||
| 2. Round | 25/09/2019 | Europa FC | - | St. Joseph's FC | 2:2 |  |
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| 3. Round | 20/10/2019 | Manchester 62 FC | - | Europa FC | 0:7 | ||||
| 4. Round | 01/11/2019 | College 1975 FC | - | Europa FC | 0:12 | ||||
| 4. Round | 23/11/2019 | Europa FC | - | Boca Gibraltar | 6:1 | ||||
| 5. Round | 17/12/2019 | Mons Calpe S.C. | - | Europa FC | 0:7 |
Spain