| 3. Round | 10/03/2017 | Drogheda United | - | Cork City | 1:4 | ||||
| 4. Round | 13/03/2017 | Bray Wanderers | - | Drogheda United | 2:1 | ||||
| 5. Round | 18/03/2017 | Derry City | - | Drogheda United | 4:0 | ||||
| 21. Round | 07/07/2017 | Drogheda United | - | Finn Harps | 0:2 | ||||
| 22. Round | 15/07/2017 | Sligo Rovers | - | Drogheda United | 1:1 | ||||
| 23. Round | 21/07/2017 | Galway United | - | Drogheda United | 4:1 | ||||
| 24. Round | 28/07/2017 | Drogheda United | - | St Patrick's Athletic | 0:1 | ||||
| 25. Round | 04/08/2017 | Drogheda United | - | Cork City | 0:1 |  |
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| 29. Round | 22/09/2017 | Dundalk FC | - | Drogheda United | 3:0 | |
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| 27. Round | 29/09/2017 | Derry City | - | Drogheda United | 2:1 | |
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| 30. Round | 07/10/2017 | Drogheda United | - | Shamrock Rovers | 0:2 | ||||
| 31. Round | 14/10/2017 | Limerick FC | - | Drogheda United | 1:0 |
Ireland