| 15. Ronde | 27.01.2019 | Gibraltar Phoenix | - | Boca Gibraltar | 3:1 |  |
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| 16. Ronde | 02.02.2019 | Boca Gibraltar | - | Lincoln Red Imps | 0:11 | ||||
| 22. Ronde | 07.04.2019 | Boca Gibraltar | - | Glacis United FC | 2:3 | ||||
| 24. Ronde | 25.04.2019 | Boca Gibraltar | - | Gibraltar Phoenix | 0:8 | ||||
| 25. Ronde | 05.05.2019 | Lincoln Red Imps | - | Boca Gibraltar | 10:0 | ||||
| 26. Ronde | 11.05.2019 | Boca Gibraltar | - | Lions Gibraltar | 0:7 | ||||
| 27. Ronde | 18.05.2019 | Europa FC | - | Boca Gibraltar | 13:1 |
Gibraltar