| 1. Ronde | 16.09.2023 | St. Joseph's FC | - | Europa FC | 3:0 |  |
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| 2. Ronde | 23.09.2023 | Lions Gibraltar | - | St. Joseph's FC | 1:5 |  |
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| 3. Ronde | 28.09.2023 | St. Joseph's FC | - | Lincoln Red Imps | 1:0 | |
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| 4. Ronde | 03.10.2023 | College 1975 FC | - | St. Joseph's FC | 0:3 | ||||
| 6. Ronde | 27.10.2023 | St. Joseph's FC | - | Lynx FC | 2:0 | |
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| 7. Ronde | 03.11.2023 | FCB Magpies | - | St. Joseph's FC | 2:4 | |
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| 8. Ronde | 25.11.2023 | St. Joseph's FC | - | Glacis United FC | 4:0 | |
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| 10. Ronde | 10.12.2023 | St. Joseph's FC | - | Manchester 62 FC | 4:0 | |
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| 12. Ronde | 21.12.2023 | Lincoln Red Imps | - | St. Joseph's FC | 1:2 | |
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| 11. Ronde | 16.01.2024 | Mons Calpe S.C. | - | St. Joseph's FC | 1:1 | |
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| 13. Ronde | 20.01.2024 | St. Joseph's FC | - | Lions Gibraltar | 3:2 | ||||
| 14. Ronde | 27.01.2024 | Europa FC | - | St. Joseph's FC | 0:1 | |
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| 18. Ronde | 24.02.2024 | St. Joseph's FC | - | FCB Magpies | 2:2 | |
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| 19. Ronde | 02.03.2024 | Glacis United FC | - | St. Joseph's FC | 1:3 | ||||
| 20. Ronde | 09.03.2024 | St. Joseph's FC | - | Europa Point FC | 1:0 | |
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