| 22. Round | 31/07/2015 | Drogheda United | - | Shamrock Rovers | 0:1 |  |
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| 23. Round | 08/08/2015 | Bray Wanderers | - | Drogheda United | 1:0 | ||||
| 24. Round | 14/08/2015 | Drogheda United | - | Sligo Rovers | 0:4 | ||||
| 25. Round | 17/08/2015 | Galway United | - | Drogheda United | 1:1 | ||||
| 29. Round | 25/09/2015 | Drogheda United | - | Bohemian FC | 2:2 | ||||
| 30. Round | 09/10/2015 | Drogheda United | - | Cork City | 1:1 | ||||
| 31. Round | 16/10/2015 | St Patrick's Athletic | - | Drogheda United | 2:1 | ||||
| 32. Round | 23/10/2015 | Drogheda United | - | Longford Town | 0:3 |
Ireland