| 1. Jornada | 13.08.2018 | St. Joseph's FC | - | Boca Gibraltar | 5:0 |  |
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| 2. Jornada | 18.08.2018 | Boca Gibraltar | - | Mons Calpe S.C. | 0:3 | ||||
| 3. Jornada | 22.08.2018 | Gibraltar United FC | - | Boca Gibraltar | 2:1 | ||||
| 4. Jornada | 02.10.2018 | Boca Gibraltar | - | Glacis United FC | 0:2 | ||||
| 13. Jornada | 14.01.2019 | Glacis United FC | - | Boca Gibraltar | 6:1 | ||||
| 16. Jornada | 02.02.2019 | Boca Gibraltar | - | Lincoln Red Imps | 0:11 | ||||
| 25. Jornada | 05.05.2019 | Lincoln Red Imps | - | Boca Gibraltar | 10:0 | ||||
| 26. Jornada | 11.05.2019 | Boca Gibraltar | - | Lions Gibraltar | 0:7 | ||||
| 27. Jornada | 18.05.2019 | Europa FC | - | Boca Gibraltar | 13:1 |
España