| 15. Round | 03/06/2016 | St Patrick's Athletic | - | Shamrock Rovers | 0:2 | ||||
| 19. Round | 15/07/2016 | Shamrock Rovers | - | Bohemian FC | 3:1 | ||||
| 21. Round | 29/07/2016 | Bray Wanderers | - | Shamrock Rovers | 1:1 | ||||
| 23. Round | 12/08/2016 | Sligo Rovers | - | Shamrock Rovers | 3:2 |  |
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| 24. Round | 15/08/2016 | Shamrock Rovers | - | Wexford Youths | 3:1 | ||||
| 18. Round | 30/08/2016 | Shamrock Rovers | - | Derry City | 0:1 |  |
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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 | |
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| 20. Round | 20/09/2016 | Dundalk FC | - | Shamrock Rovers | 1:1 | ||||
| 29. Round | 27/09/2016 | Derry City | - | Shamrock Rovers | 2:2 | |
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| 32. Round | 21/10/2016 | Shamrock Rovers | - | Bray Wanderers | 0:0 | ||||
| 33. Round | 28/10/2016 | Longford Town | - | Shamrock Rovers | 2:4 | |
Ireland