| 1. Round | 16/09/2023 | Europa Point FC | - | Manchester 62 FC | 1:5 | ||||
| 5. Round | 21/10/2023 | Europa Point FC | - | Lincoln Red Imps | 1:2 | ||||
| 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 | ||||
| 11. Round | 16/12/2023 | Europa Point FC | - | FCB Magpies | 0:1 | ||||
| 14. Round | 26/01/2024 | Manchester 62 FC | - | Europa Point FC | 0:2 | ||||
| 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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| 17. Round | 18/02/2024 | Europa Point FC | - | Lions Gibraltar | 0:0 | ||||
| 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 | ||||
| 20. Round | 09/03/2024 | St. Joseph's FC | - | Europa Point FC | 1:0 | ||||
| 21. Round | 31/03/2024 | Europa Point FC | - | Lynx FC | 0:1 | ||||
| 22. Round | 12/04/2024 | FCB Magpies | - | Europa Point FC | 2:2 |
Gibraltar