| 13. Ronde | 14.01.2019 | Glacis United FC | - | Boca Gibraltar | 6:1 | ||||
| 15. Ronde | 27.01.2019 | Gibraltar Phoenix | - | Boca Gibraltar | 3:1 | ||||
| 18. Ronde | 23.02.2019 | Boca Gibraltar | - | Europa FC | 0:9 | ||||
| 20. Ronde | 09.03.2019 | Boca Gibraltar | - | Mons Calpe S.C. | 0:5 | ||||
| 21. Ronde | 30.03.2019 | Gibraltar United FC | - | Boca Gibraltar | 7:0 | ||||
| 22. Ronde | 07.04.2019 | Boca Gibraltar | - | Glacis United FC | 2:3 |  |
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| 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 |
Engeland