| 4. Ronde | 03.10.2018 | Gibraltar Phoenix | - | Mons Calpe S.C. | 1:0 | ||||
| 5. Ronde | 21.10.2018 | Mons Calpe S.C. | - | Lions Gibraltar | 3:0 | ||||
| 6. Ronde | 25.10.2018 | St. Joseph's FC | - | Mons Calpe S.C. | 1:2 | ||||
| 7. Ronde | 03.11.2018 | Mons Calpe S.C. | - | Gibraltar United FC | 1:1 | ||||
| 8. Ronde | 24.11.2018 | Lynx FC | - | Mons Calpe S.C. | 0:3 |  |
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| 9. Ronde | 30.11.2018 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:2 | ||||
| 10. Ronde | 04.12.2018 | Glacis United FC | - | Mons Calpe S.C. | 2:3 |  |
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| 11. Ronde | 09.12.2018 | Mons Calpe S.C. | - | Europa FC | 1:2 | |
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| 12. Ronde | 15.12.2018 | Mons Calpe S.C. | - | Boca Gibraltar | 3:0 | ||||
| 13. Ronde | 07.01.2019 | Mons Calpe S.C. | - | Gibraltar Phoenix | 3:0 | |
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| 14. Ronde | 18.01.2019 | Lions Gibraltar | - | Mons Calpe S.C. | 0:4 |  |
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| 17. Ronde | 16.02.2019 | Mons Calpe S.C. | - | Lynx FC | 1:1 | ||||
| 18. Ronde | 24.02.2019 | Lincoln Red Imps | - | Mons Calpe S.C. | 3:1 | |
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| 20. Ronde | 09.03.2019 | Boca Gibraltar | - | Mons Calpe S.C. | 0:5 | ||||
| 21. Ronde | 28.03.2019 | Mons Calpe S.C. | - | Glacis United FC | 4:1 | ||||
| 26. Ronde | 12.05.2019 | Lynx FC | - | Mons Calpe S.C. | 2:1 | |
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| 27. Ronde | 18.05.2019 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:0 |
Gibraltar