| 3. Round | 29/09/2023 | Glacis United FC | - | Europa Point FC | 3:1 |  |
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| 5. Round | 21/10/2023 | Europa Point FC | - | Lincoln Red Imps | 1:2 | ||||
| 6. Round | 28/10/2023 | Lions Gibraltar | - | Europa Point FC | 1:3 | ||||
| 7. Round | 05/11/2023 | Europa Point FC | - | Europa FC | 1:0 | ||||
| 8. Round | 25/11/2023 | College 1975 FC | - | Europa Point FC | 0:5 | ||||
| 9. Round | 03/12/2023 | Europa Point FC | - | St. Joseph's FC | 1:0 | ||||
| 10. Round | 10/12/2023 | Lynx FC | - | Europa Point FC | 1:1 | |
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| 11. Round | 16/12/2023 | Europa Point FC | - | FCB Magpies | 0:1 | ||||
| 12. Round | 22/12/2023 | Europa Point FC | - | Glacis United FC | 2:0 | ||||
| 15. Round | 03/02/2024 | Europa Point FC | - | Mons Calpe S.C. | 1:1 | ||||
| 16. Round | 10/02/2024 | Lincoln Red Imps | - | Europa Point FC | 1:0 | |
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| 18. Round | 25/02/2024 | Europa FC | - | Europa Point FC | 0:1 | ||||
| 19. Round | 03/03/2024 | Europa Point FC | - | College 1975 FC | 4:0 |
England