| 4. Round | 05/10/2018 | Lions Gibraltar | - | Europa FC | 0:2 |  |
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| 6. Round | 24/10/2018 | Gibraltar Phoenix | - | Europa FC | 0:1 | ||||
| 7. Round | 28/10/2018 | Gibraltar United FC | - | Europa FC | 1:3 | ||||
| 9. Round | 25/11/2018 | Lincoln Red Imps | - | Europa FC | 3:2 |  |
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| 11. Round | 09/12/2018 | Mons Calpe S.C. | - | Europa FC | 1:2 | ||||
| 12. Round | 15/12/2018 | Europa FC | - | Glacis United FC | 1:0 | ||||
| 13. Round | 08/01/2019 | Europa FC | - | Lions Gibraltar | 5:1 |
Gibraltar
Malta