| 2. Jornada | 18.08.2018 | Boca Gibraltar | - | Mons Calpe S.C. | 0:3 |  |
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| 3. Jornada | 25.08.2018 | Mons Calpe S.C. | - | Glacis United FC | 0:1 | ||||
| 8. Jornada | 24.11.2018 | Lynx FC | - | Mons Calpe S.C. | 0:3 | ||||
| 15. Jornada | 25.01.2019 | Mons Calpe S.C. | - | St. Joseph's FC | 2:1 | |
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| 16. Jornada | 31.01.2019 | Gibraltar United FC | - | Mons Calpe S.C. | 2:1 | ||||
| 23. Jornada | 15.04.2019 | Mons Calpe S.C. | - | Lions Gibraltar | 6:0 | ||||
| 25. Jornada | 04.05.2019 | Mons Calpe S.C. | - | Gibraltar United FC | 5:2 | ||||
| 27. Jornada | 18.05.2019 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:0 |
Gibraltar