| 1. Round | 14/02/2025 | St Patrick's Athletic | - | Drogheda United | 0:0 | ||||
| 2. Round | 21/02/2025 | Drogheda United | - | Sligo Rovers | 3:0 | ||||
| 3. Round | 28/02/2025 | Drogheda United | - | Galway United | 1:1 | ||||
| 4. Round | 03/03/2025 | Bohemian FC | - | Drogheda United | 0:1 |  |
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| 5. Round | 07/03/2025 | Shelbourne FC | - | Drogheda United | 0:1 |  |
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| 6. Round | 14/03/2025 | Drogheda United | - | Shamrock Rovers | 1:2 | |
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| 7. Round | 28/03/2025 | Cork City | - | Drogheda United | 1:1 | |
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| 8. Round | 04/04/2025 | Drogheda United | - | Waterford FC | 2:0 | |
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| 9. Round | 11/04/2025 | Derry City | - | Drogheda United | 1:3 | |
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| 10. Round | 18/04/2025 | Drogheda United | - | Shelbourne FC | 2:2 | |
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| 11. Round | 21/04/2025 | Drogheda United | - | St Patrick's Athletic | 0:0 | |
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| 12. Round | 25/04/2025 | Galway United | - | Drogheda United | 2:1 | ||||
| 13. Round | 02/05/2025 | Sligo Rovers | - | Drogheda United | 2:2 | ||||
| 14. Round | 05/05/2025 | Drogheda United | - | Cork City | 3:2 | |
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| 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 |
Ireland