| 3. Jornada | 25.08.2018 | Mons Calpe S.C. | - | Glacis United FC | 0:1 | ||||
| 5. Jornada | 21.10.2018 | Mons Calpe S.C. | - | Lions Gibraltar | 3:0 | ||||
| 6. Jornada | 25.10.2018 | St. Joseph's FC | - | Mons Calpe S.C. | 1:2 |  |
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| 8. Jornada | 24.11.2018 | Lynx FC | - | Mons Calpe S.C. | 0:3 | ||||
| 9. Jornada | 30.11.2018 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:2 |  |
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| 10. Jornada | 04.12.2018 | Glacis United FC | - | Mons Calpe S.C. | 2:3 |  |
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| 11. Jornada | 09.12.2018 | Mons Calpe S.C. | - | Europa FC | 1:2 | ||||
| 12. Jornada | 15.12.2018 | Mons Calpe S.C. | - | Boca Gibraltar | 3:0 | |
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| 13. Jornada | 07.01.2019 | Mons Calpe S.C. | - | Gibraltar Phoenix | 3:0 | ||||
| 14. Jornada | 18.01.2019 | Lions Gibraltar | - | Mons Calpe S.C. | 0:4 | ||||
| 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 | ||||
| 18. Jornada | 24.02.2019 | Lincoln Red Imps | - | Mons Calpe S.C. | 3:1 | |
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| 19. Jornada | 01.03.2019 | Europa FC | - | Mons Calpe S.C. | 4:3 | |
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