| 1. Round | 15/02/2019 | Derry City | - | UC Dublin | 3:0 | ||||
| 2. Round | 22/02/2019 | UC Dublin | - | Bohemian FC | 0:2 | ||||
| 3. Round | 25/02/2019 | Dundalk FC | - | UC Dublin | 2:1 | ||||
| 4. Round | 01/03/2019 | UC Dublin | - | St Patrick's Athletic | 1:1 | ||||
| 5. Round | 09/03/2019 | Sligo Rovers | - | UC Dublin | 1:0 | ||||
| 6. Round | 15/03/2019 | UC Dublin | - | Finn Harps | 3:0 |  |
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| 8. Round | 29/03/2019 | Shamrock Rovers | - | UC Dublin | 3:1 | ||||
| 9. Round | 05/04/2019 | UC Dublin | - | Waterford FC | 4:1 | ||||
| 10. Round | 12/04/2019 | UC Dublin | - | Derry City | 0:2 | ||||
| 7. Round | 15/04/2019 | UC Dublin | - | Cork City | 2:1 | ||||
| 11. Round | 19/04/2019 | Bohemian FC | - | UC Dublin | 3:0 | |
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| 12. Round | 22/04/2019 | UC Dublin | - | Dundalk FC | 1:3 | ||||
| 13. Round | 26/04/2019 | St Patrick's Athletic | - | UC Dublin | 2:0 | ||||
| 14. Round | 29/04/2019 | UC Dublin | - | Sligo Rovers | 0:2 |
Ireland