| 2. Round | 22/02/2019 | Cork City | - | Waterford FC | 0:2 | ||||
| 21. Round | 14/06/2019 | Sligo Rovers | - | Cork City | 1:1 | ||||
| 22. Round | 28/06/2019 | Cork City | - | Derry City | 1:4 | ||||
| 23. Round | 01/07/2019 | Finn Harps | - | Cork City | 0:0 | ||||
| 24. Round | 05/07/2019 | Cork City | - | Bohemian FC | 0:0 | ||||
| 27. Round | 28/07/2019 | Cork City | - | Shamrock Rovers | 1:1 | ||||
| 28. Round | 02/08/2019 | Cork City | - | St Patrick's Athletic | 0:1 |  |
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| 29. Round | 16/08/2019 | Waterford FC | - | Cork City | 1:2 | ||||
| 26. Round | 06/09/2019 | Dundalk FC | - | Cork City | 1:0 | |
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| 35. Round | 18/10/2019 | Cork City | - | Dundalk FC | 1:0 | ||||
| 36. Round | 25/10/2019 | Shamrock Rovers | - | Cork City | 3:0 |
Ireland