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| 05.05.2014 | 16:00 | Bray Wanderers | - | Dundalk FC | 0:3 (0:0) | |
| 17:00 | Drogheda United | - | Shamrock Rovers | 1:2 (0:1) | ||
| 18:00 | Sligo Rovers | - | Derry City | 0:1 (0:1) | ||
| 18:00 | Cork City | - | Waterford United | 2:0 (2:0) | ||
| 18:30 | Galway United | - | Finn Harps | 1:0 (1:0) | ||
| 21:00 | Wexford Youths | - | Cobh Ramblers | 1:0 (0:0) | ||
| 06.05.2014 | 20:45 | Bohemian FC | - | St Patrick's Athletic | 3:2 (2:2) | |
| 20:45 | Longford Town | - | Mervue United | 2:0 (2:0) |
