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| 22.08.2014 | 20:45 | Cork City | - | Bohemian FC | 2:2 (0:1) | |
| 20:45 | Derry City | - | Malahide United | 3:0 (0:0) | ||
| 20:45 | St Patrick's Athletic | - | Shelbourne FC | 1:1 (1:1) | ||
| 20:45 | Dundalk FC | - | Galway United | 2:1 (1:0) | ||
| 21:00 | Wexford Youths | - | Finn Harps | 1:2 (0:1) | ||
| 21:00 | Shamrock Rovers | - | Longford Town | 3:0 (2:0) | ||
| 24.08.2014 | 15:30 | Ballynanty Rovers | - | Drogheda United | 0:4 (0:2) | |
| 16:00 | St. Michaels FC | - | Avondale United | 0:0 (0:0) | ||
| Entscheidungsspiele | ||||||
|---|---|---|---|---|---|---|
| 25.08.2014 | 20:45 | Bohemian FC | - | Cork City | 1:0 (1:0) | |
| 30.08.2014 | 19:00 | Avondale United | - | St. Michaels FC | 2:0 (1:0) | |
| 01.09.2014 | 21:00 | Shelbourne FC | - | St Patrick's Athletic | 0:1 (0:1) | |
