| 1. Round | 15/02/2019 | St Patrick's Athletic | - | Cork City | 1:0 | ||||
| 2. Round | 22/02/2019 | Sligo Rovers | - | St Patrick's Athletic | 0:1 | ||||
| 3. Round | 25/02/2019 | St Patrick's Athletic | - | Finn Harps | 0:0 | ||||
| 4. Round | 01/03/2019 | UC Dublin | - | St Patrick's Athletic | 1:1 | ||||
| 5. Round | 08/03/2019 | St Patrick's Athletic | - | Shamrock Rovers | 0:1 | ||||
| 6. Round | 15/03/2019 | Waterford FC | - | St Patrick's Athletic | 2:0 | ||||
| 8. Round | 29/03/2019 | Bohemian FC | - | St Patrick's Athletic | 1:0 |
Ireland