| 20. Round | 22/07/2016 | Galway United | - | Wexford Youths | 4:2 | ||||
| 21. Round | 29/07/2016 | Finn Harps | - | Wexford Youths | 0:1 | ||||
| 19. Round | 01/08/2016 | Wexford Youths | - | St Patrick's Athletic | 0:1 | ||||
| 22. Round | 05/08/2016 | Wexford Youths | - | Sligo Rovers | 0:5 |  |
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| 24. Round | 15/08/2016 | Shamrock Rovers | - | Wexford Youths | 3:1 | ||||
| 27. Round | 16/09/2016 | Wexford Youths | - | Derry City | 0:0 | |
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| 28. Round | 23/09/2016 | Wexford Youths | - | Bray Wanderers | 1:3 |  |
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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 | ||||
| 32. Round | 21/10/2016 | Wexford Youths | - | Finn Harps | 0:0 | ||||
| 29. Round | 24/10/2016 | Cork City | - | Wexford Youths | 5:0 | ||||
| 33. Round | 28/10/2016 | Sligo Rovers | - | Wexford Youths | 5:0 |
Ireland