| 2. Journée | 17.08.2018 | St. Joseph's FC | - | Gibraltar United FC | 2:2 | ||||
| 7. Journée | 28.10.2018 | Gibraltar United FC | - | Europa FC | 1:3 | ||||
| 8. Journée | 23.11.2018 | Gibraltar United FC | - | Glacis United FC | 2:1 | ||||
| 11. Journée | 08.12.2018 | Lions Gibraltar | - | Gibraltar United FC | 1:0 | ||||
| 12. Journée | 17.12.2018 | Gibraltar United FC | - | St. Joseph's FC | 0:1 | ||||
| 13. Journée | 04.01.2019 | Lynx FC | - | Gibraltar United FC | 2:2 | ||||
| 14. Journée | 17.01.2019 | Gibraltar United FC | - | Lincoln Red Imps | 1:5 | ||||
| 16. Journée | 31.01.2019 | Gibraltar United FC | - | Mons Calpe S.C. | 2:1 | ||||
| 25. Journée | 04.05.2019 | Mons Calpe S.C. | - | Gibraltar United FC | 5:2 | ||||
| 27. Journée | 19.05.2019 | Gibraltar Phoenix | - | Gibraltar United FC | 2:0 |
Gibraltar