| 18. Round | 10/07/2016 | Wexford Youths | - | Cork City | 0:1 | ||||
| 24. Round | 15/08/2016 | Shamrock Rovers | - | Wexford Youths | 3:1 | ||||
| 25. Round | 26/08/2016 | Wexford Youths | - | Dundalk FC | 0:1 |  |
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| 26. Round | 19/09/2016 | Bohemian FC | - | Wexford Youths | 1:0 |  |
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| 30. Round | 07/10/2016 | St Patrick's Athletic | - | Wexford Youths | 4:1 | ||||
| 31. Round | 14/10/2016 | Wexford Youths | - | Galway United | 5:4 | ||||
| 33. Round | 28/10/2016 | Sligo Rovers | - | Wexford Youths | 5:0 |
Ireland