| 12. Round | 25/04/2025 | Galway United | - | Drogheda United | 2:1 |  |
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| 13. Round | 02/05/2025 | Sligo Rovers | - | Drogheda United | 2:2 | ||||
| 14. Round | 05/05/2025 | Drogheda United | - | Cork City | 3:2 | ||||
| 15. Round | 09/05/2025 | Shamrock Rovers | - | Drogheda United | 3:0 | ||||
| 16. Round | 16/05/2025 | Drogheda United | - | Derry City | 1:1 | ||||
| 17. Round | 23/05/2025 | Drogheda United | - | Bohemian FC | 1:0 |  |
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| 18. Round | 30/05/2025 | Waterford FC | - | Drogheda United | 2:2 |
England