| 7th December 2024 |
| Match No. | Cup Qualifying Round |
| 1 | Exiles FC | 7 | vs | DWFC | 0 |
| 2 | Hibernians Utd | 2 | vs | British Club | 0 |
| 3 | Fighting Cocks | 8 | vs | Big Poppa FC | 1 |
| 4 | Unity | 0 | vs | 1TM Legends | 3 |
| 5 | TGA Strollers | 3 | vs | TGA Legends | 6 |
| 6 | BFA | 3 | vs | Mariners FC | 2 |
| 7 | Gaelic Lions | 4 | vs | Vikings Vets | 1 |
| 8 | Hilderinc FC | 2 (4) | vs | BLAS | 2 (5) |
| 22nd February 2025 |
| Match No. | Cup Round 1 Proper |
| 9 | CBD Wanderers | 2 | vs | Exiles | 0 |
| 10 | St Andrews FC | 5 (4) | vs | Hibernians Utd | 5 (2) |
| 11 | SCC - Tigers | 1 | vs | Fighting Cocks | 2 |
| 12 | Casuals | 1 (3) | vs | 1TM | 1 (4) |
| 13 | Gaulois SC | 0 | vs | TGA Legends | 5 |
| 14 | Hollandse FC | 3 | vs | BFA | 2 |
| 15 | Hibernians Athletic | 3 | vs | Gaelic Lions | 1 |
| 16 | Singapore FC | 0 | vs | BLAS | 3 |
| 17th May 2025 |
| Match No. | Cup Quarter Final |
| 25 | CBD Wanderers | 5 | vs | St Andrews | 1 |
| 26 | Fighting Cocks | 0 | vs | 1TM | 3 |
| 27 | TGA Legends | 0 | vs | Hollandse | 4 |
| 28 | Hibernians Athletic | 3 | vs | BLAS | 5 |
| Date TBC |
| Match No. | Cup Semi Final |
| 37 | CBD Wanderers
| 4 | vs | 1 TM | 2 |
| 38 | Hollandse
| 1 | vs | BLAS | 2 |
| Date 30th August |
| Match No. | Cup Final |
| 43 | CBD Wanderers |
| vs | BLAS |
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| Cup Champions |
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