| 1. Round | 16/09/2023 | St. Joseph's FC | - | Europa FC | 3:0 | ||||
| 2. Round | 22/09/2023 | Europa FC | - | College 1975 FC | 0:3 | ||||
| 4. Round | 06/10/2023 | Europa FC | - | Lynx FC | 1:3 | ||||
| 5. Round | 21/10/2023 | FCB Magpies | - | Europa FC | 3:1 | ||||
| 6. Round | 28/10/2023 | Europa FC | - | Glacis United FC | 3:2 | ||||
| 7. Round | 05/11/2023 | Europa Point FC | - | Europa FC | 1:0 | ||||
| 8. Round | 26/11/2023 | Europa FC | - | Manchester 62 FC | 0:1 | ||||
| 9. Round | 02/12/2023 | Mons Calpe S.C. | - | Europa FC | 1:0 | ||||
| 10. Round | 09/12/2023 | Europa FC | - | Lincoln Red Imps | 1:4 | ||||
| 11. Round | 16/12/2023 | Lions Gibraltar | - | Europa FC | 0:5 | ||||
| 13. Round | 19/01/2024 | College 1975 FC | - | Europa FC | 2:3 | ||||
| 14. Round | 27/01/2024 | Europa FC | - | St. Joseph's FC | 0:1 | ||||
| 15. Round | 03/02/2024 | Lynx FC | - | Europa FC | 0:0 | ||||
| 16. Round | 11/02/2024 | Europa FC | - | FCB Magpies | 4:3 |  |
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| 17. Round | 18/02/2024 | Glacis United FC | - | Europa FC | 0:1 | ||||
| 18. Round | 25/02/2024 | Europa FC | - | Europa Point FC | 0:1 | ||||
| 19. Round | 03/03/2024 | Manchester 62 FC | - | Europa FC | 1:1 | ||||
| 20. Round | 09/03/2024 | Europa FC | - | Mons Calpe S.C. | 3:1 | ||||
| 21. Round | 31/03/2024 | Lincoln Red Imps | - | Europa FC | 2:1 | |
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Gibraltar