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| 01.06.2014 | 15:00 | Mayfield United | - | Malahide United | 1:3 | |
| 16:00 | Collinstown FC | - | Avondale United | 0:2 (0:2) | ||
| 06.06.2014 | 20:30 | Belgrove/Home Farm FC | - | Finn Harps | 0:1 (0:1) | |
| 20:45 | Dundalk FC | - | Sligo Rovers | 3:0 (1:0) | ||
| 20:45 | Athlone Town | - | Longford Town | 0:2 (0:0) | ||
| 20:45 | St. Patrick's CYFC | - | St Patrick's Athletic | 0:3 (0:1) | ||
| 20:45 | UC Dublin | - | Galway United | 1:3 (0:1) | ||
| 20:45 | Cork City | - | St. Mochta's | 6:0 | ||
| 21:00 | Drogheda United | - | Cockhill Celtic | 4:2 (1:1) | ||
| 21:00 | Wexford Youths | - | Bray Wanderers | 1:0 (0:0) | ||
| 21:00 | Shelbourne FC | - | Waterford United | 1:0 (1:0) | ||
| 07.06.2014 | 18:00 | Sheriff YC | - | Shamrock Rovers | 0:4 (0:2) | |
| 18:30 | Limerick FC | - | Bohemian FC | 1:2 (0:1) | ||
| 20:45 | Cobh Ramblers | - | Derry City | 0:2 (0:0) | ||
| 08.06.2014 | 15:30 | Ballynanty Rovers | - | Phoenix FC | 2:1 | |
| 16:00 | UCC United | - | St. Michaels FC | 0:0 | ||
| Entscheidungsspiele | ||||||
|---|---|---|---|---|---|---|
| 15.06.2014 | 16:00 | St. Michaels FC | - | UCC United | 4:2 | |
