| 14. Journée | 19.01.2019 | St. Joseph's FC | - | Europa FC | 0:1 | ||||
| 15. Journée | 25.01.2019 | Mons Calpe S.C. | - | St. Joseph's FC | 2:1 | ||||
| 16. Journée | 02.02.2019 | St. Joseph's FC | - | Glacis United FC | 8:0 |  |
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| 17. Journée | 17.02.2019 | Gibraltar Phoenix | - | St. Joseph's FC | 1:2 | |
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| 18. Journée | 23.02.2019 | St. Joseph's FC | - | Lions Gibraltar | 3:1 | ||||
| 19. Journée | 28.02.2019 | St. Joseph's FC | - | Boca Gibraltar | 10:1 | ||||
| 20. Journée | 09.03.2019 | St. Joseph's FC | - | Gibraltar United FC | 2:1 | ||||
| 22. Journée | 06.04.2019 | St. Joseph's FC | - | Lincoln Red Imps | 1:3 | ||||
| 23. Journée | 13.04.2019 | Europa FC | - | St. Joseph's FC | 2:0 | ||||
| 24. Journée | 27.04.2019 | St. Joseph's FC | - | Mons Calpe S.C. | 1:1 | ||||
| 26. Journée | 10.05.2019 | St. Joseph's FC | - | Gibraltar Phoenix | 3:0 |
Espagne