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| 19/08/2016 | 19:45 | Athlone Town | - | Shamrock Rovers | 0:5 (0:0) | |
| 19:45 | Bohemian FC | - | Derry City | 0:2 (0:1) | ||
| 19:45 | St Patrick's Athletic | - | Limerick FC | 2:0 (1:0) | ||
| 20:00 | Wexford Youths | - | Sligo Rovers | 2:1 (1:0) | ||
| 20/08/2016 | 18:00 | Ringmahon Rangers | - | Cobh Ramblers | 1:4 (1:3) | |
| 19:00 | UC Dublin | - | Janesboro FC | 3:1 (2:1) | ||
| 19:30 | Longford Town | - | Cork City | 1:4 (0:1) | ||
| 30/08/2016 | 19:45 | Crumlin United | - | Dundalk FC | 0:5 (0:3) |
