| 1. Ronde | 16.09.2023 | Europa Point FC | - | Manchester 62 FC | 1:5 |  |
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| 3. Ronde | 29.09.2023 | Glacis United FC | - | Europa Point FC | 3:1 | ||||
| 4. Ronde | 07.10.2023 | Mons Calpe S.C. | - | Europa Point FC | 3:1 | ||||
| 5. Ronde | 21.10.2023 | Europa Point FC | - | Lincoln Red Imps | 1:2 | ||||
| 6. Ronde | 28.10.2023 | Lions Gibraltar | - | Europa Point FC | 1:3 |  |
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| 8. Ronde | 25.11.2023 | College 1975 FC | - | Europa Point FC | 0:5 | |
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| 9. Ronde | 03.12.2023 | Europa Point FC | - | St. Joseph's FC | 1:0 | ||||
| 12. Ronde | 22.12.2023 | Europa Point FC | - | Glacis United FC | 2:0 | ||||
| 14. Ronde | 26.01.2024 | Manchester 62 FC | - | Europa Point FC | 0:2 | |
Gibraltar