| 26. Round | 29/08/2014 | Derry City | - | St Patrick's Athletic | 0:1 | ||||
| 27. Round | 05/09/2014 | Derry City | - | Sligo Rovers | 2:1 | ||||
| 28. Round | 08/09/2014 | Dundalk FC | - | Derry City | 5:0 | ||||
| 30. Round | 30/09/2014 | Bray Wanderers | - | Derry City | 1:1 | ||||
| 31. Round | 10/10/2014 | Derry City | - | Limerick FC | 1:2 | ||||
| 32. Round | 17/10/2014 | Derry City | - | UC Dublin | 0:1 | ||||
| 33. Round | 24/10/2014 | Bohemian FC | - | Derry City | 2:1 |
Ireland