| 3. Ronde | 25.08.2018 | Europa FC | - | Gibraltar Phoenix | 2:0 |  |
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| 4. Ronde | 03.10.2018 | Gibraltar Phoenix | - | Mons Calpe S.C. | 1:0 | ||||
| 5. Ronde | 20.10.2018 | Glacis United FC | - | Gibraltar Phoenix | 1:3 | ||||
| 6. Ronde | 24.10.2018 | Gibraltar Phoenix | - | Europa FC | 0:1 | ||||
| 6. Ronde | 27.10.2018 | Boca Gibraltar | - | Gibraltar Phoenix | 2:5 | ||||
| 7. Ronde | 01.11.2018 | Gibraltar Phoenix | - | Lions Gibraltar | 1:0 | ||||
| 8. Ronde | 24.11.2018 | St. Joseph's FC | - | Gibraltar Phoenix | 0:0 | ||||
| 10. Ronde | 02.12.2018 | Gibraltar Phoenix | - | Gibraltar United FC | 2:1 | |
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| 10. Ronde | 07.12.2018 | Gibraltar Phoenix | - | Lynx FC | 2:0 | ||||
| 12. Ronde | 18.12.2018 | Lincoln Red Imps | - | Gibraltar Phoenix | 4:0 | ||||
| 13. Ronde | 07.01.2019 | Mons Calpe S.C. | - | Gibraltar Phoenix | 3:0 | |
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| 23. Ronde | 14.04.2019 | Glacis United FC | - | Gibraltar Phoenix | 1:1 | ||||
| 24. Ronde | 25.04.2019 | Boca Gibraltar | - | Gibraltar Phoenix | 0:8 | ||||
| 25. Ronde | 06.05.2019 | Gibraltar Phoenix | - | Lions Gibraltar | 1:0 | |
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| 26. Ronde | 10.05.2019 | St. Joseph's FC | - | Gibraltar Phoenix | 3:0 | ||||
| 27. Ronde | 19.05.2019 | Gibraltar Phoenix | - | Gibraltar United FC | 2:0 |
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