| 3. Ronde | 24.08.2018 | Lincoln Red Imps | - | Lions Gibraltar | 3:0 | ||||
| 4. Ronde | 01.10.2018 | St. Joseph's FC | - | Lincoln Red Imps | 0:5 | ||||
| 5. Ronde | 22.10.2018 | Lincoln Red Imps | - | Gibraltar United FC | 0:1 | ||||
| 6. Ronde | 27.10.2018 | Lynx FC | - | Lincoln Red Imps | 1:1 | ||||
| 7. Ronde | 02.11.2018 | Lincoln Red Imps | - | Boca Gibraltar | 3:0 | ||||
| 9. Ronde | 25.11.2018 | Lincoln Red Imps | - | Europa FC | 3:2 | ||||
| 9. Ronde | 30.11.2018 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:2 | ||||
| 11. Ronde | 08.12.2018 | Glacis United FC | - | Lincoln Red Imps | 1:2 | ||||
| 14. Ronde | 17.01.2019 | Gibraltar United FC | - | Lincoln Red Imps | 1:5 | ||||
| 15. Ronde | 26.01.2019 | Lincoln Red Imps | - | Lynx FC | 1:0 | ||||
| 16. Ronde | 02.02.2019 | Boca Gibraltar | - | Lincoln Red Imps | 0:11 |  |
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| 21. Ronde | 30.03.2019 | Lincoln Red Imps | - | Lions Gibraltar | 5:1 | ||||
| 22. Ronde | 06.04.2019 | St. Joseph's FC | - | Lincoln Red Imps | 1:3 | ||||
| 23. Ronde | 16.04.2019 | Lincoln Red Imps | - | Gibraltar United FC | 2:0 |  |
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| 24. Ronde | 26.04.2019 | Lynx FC | - | Lincoln Red Imps | 1:4 | ||||
| 25. Ronde | 05.05.2019 | Lincoln Red Imps | - | Boca Gibraltar | 10:0 | ||||
| 26. Ronde | 11.05.2019 | Lincoln Red Imps | - | Europa FC | 2:0 |
Gibraltar