| 10. Round | 29/04/2016 | Shamrock Rovers | - | Bray Wanderers | 2:0 | ||||
| 11. Round | 07/05/2016 | Longford Town | - | Shamrock Rovers | 0:2 | ||||
| 12. Round | 10/05/2016 | Shamrock Rovers | - | Sligo Rovers | 3:0 | ||||
| 14. Round | 29/05/2016 | Shamrock Rovers | - | Finn Harps | 1:1 | ||||
| 15. Round | 03/06/2016 | St Patrick's Athletic | - | Shamrock Rovers | 0:2 | ||||
| 16. Round | 24/06/2016 | Shamrock Rovers | - | Cork City | 0:0 |  |
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| 19. Round | 15/07/2016 | Shamrock Rovers | - | Bohemian FC | 3:1 | ||||
| 22. Round | 05/08/2016 | Shamrock Rovers | - | Longford Town | 2:1 | ||||
| 23. Round | 12/08/2016 | Sligo Rovers | - | Shamrock Rovers | 3:2 | ||||
| 25. Round | 26/08/2016 | Finn Harps | - | Shamrock Rovers | 0:2 | ||||
| 26. Round | 02/09/2016 | Shamrock Rovers | - | St Patrick's Athletic | 0:0 | |
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| 17. Round | 06/09/2016 | Galway United | - | Shamrock Rovers | 0:1 | ||||
| 27. Round | 16/09/2016 | Cork City | - | Shamrock Rovers | 3:0 | ||||
| 20. Round | 20/09/2016 | Dundalk FC | - | Shamrock Rovers | 1:1 | ||||
| 28. Round | 23/09/2016 | Shamrock Rovers | - | Galway United | 4:2 | ||||
| 29. Round | 27/09/2016 | Derry City | - | Shamrock Rovers | 2:2 |  |
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England