| 14. Jornada | 17.01.2019 | Gibraltar United FC | - | Lincoln Red Imps | 1:5 |  |
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| 15. Jornada | 26.01.2019 | Europa FC | - | Gibraltar United FC | 1:0 | |
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| 16. Jornada | 31.01.2019 | Gibraltar United FC | - | Mons Calpe S.C. | 2:1 |  |
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| 17. Jornada | 15.02.2019 | Glacis United FC | - | Gibraltar United FC | 0:2 | ||||
| 18. Jornada | 22.02.2019 | Gibraltar United FC | - | Gibraltar Phoenix | 1:1 | ||||
| 19. Jornada | 03.03.2019 | Gibraltar United FC | - | Lions Gibraltar | 4:1 | |
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| 20. Jornada | 09.03.2019 | St. Joseph's FC | - | Gibraltar United FC | 2:1 | ||||
| 21. Jornada | 30.03.2019 | Gibraltar United FC | - | Boca Gibraltar | 7:0 | |
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| 22. Jornada | 06.04.2019 | Gibraltar United FC | - | Lynx FC | 1:1 | |
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| 23. Jornada | 16.04.2019 | Lincoln Red Imps | - | Gibraltar United FC | 2:0 | ||||
| 24. Jornada | 28.04.2019 | Gibraltar United FC | - | Europa FC | 1:1 | ||||
| 26. Jornada | 13.05.2019 | Gibraltar United FC | - | Glacis United FC | 2:0 | |
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| 27. Jornada | 19.05.2019 | Gibraltar Phoenix | - | Gibraltar United FC | 2:0 |
España