1. Round | 15/02/2019 | Derry City | - | UC Dublin | 3:0 | ||||
2. Round | 22/02/2019 | Shamrock Rovers | - | Derry City | 2:0 | ||||
3. Round | 25/02/2019 | Derry City | - | Waterford FC | 3:2 | ||||
10. Round | 12/04/2019 | UC Dublin | - | Derry City | 0:2 | ||||
7. Round | 15/04/2019 | St Patrick's Athletic | - | Derry City | 1:3 | ||||
11. Round | 19/04/2019 | Derry City | - | Shamrock Rovers | 0:1 | ||||
12. Round | 22/04/2019 | Waterford FC | - | Derry City | 2:2 | ||||
13. Round | 26/04/2019 | Derry City | - | Cork City | 2:0 | ||||
14. Round | 29/04/2019 | Derry City | - | Bohemian FC | 0:2 | ||||
15. Round | 03/05/2019 | Dundalk FC | - | Derry City | 2:2 |