| 3. Ronde | 24.08.2018 | Lincoln Red Imps | - | Lions Gibraltar | 3:0 | ||||
| 7. Ronde | 02.11.2018 | Lincoln Red Imps | - | Boca Gibraltar | 3:0 | ||||
| 11. Ronde | 08.12.2018 | Glacis United FC | - | Lincoln Red Imps | 1:2 |  |
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| 12. Ronde | 18.12.2018 | Lincoln Red Imps | - | Gibraltar Phoenix | 4:0 | ||||
| 13. Ronde | 03.01.2019 | Lincoln Red Imps | - | St. Joseph's FC | 1:3 | ||||
| 16. Ronde | 02.02.2019 | Boca Gibraltar | - | Lincoln Red Imps | 0:11 | ||||
| 21. Ronde | 30.03.2019 | Lincoln Red Imps | - | Lions Gibraltar | 5:1 | ||||
| 25. Ronde | 05.05.2019 | Lincoln Red Imps | - | Boca Gibraltar | 10:0 |  |
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| 27. Ronde | 18.05.2019 | Mons Calpe S.C. | - | Lincoln Red Imps | 2:0 |
Gibraltar