1. Round | 15/02/2019 | Derry City | - | UC Dublin | 3:0 | ||||
2. Round | 22/02/2019 | Shamrock Rovers | - | Derry City | 2:0 | ||||
5. Round | 08/03/2019 | Bohemian FC | - | Derry City | 1:1 | ||||
8. Round | 29/03/2019 | Derry City | - | Sligo Rovers | 2:0 | ||||
7. Round | 15/04/2019 | St Patrick's Athletic | - | Derry City | 1:3 | ||||
12. Round | 22/04/2019 | Waterford FC | - | Derry City | 2:2 | ||||
25. Round | 21/05/2019 | St Patrick's Athletic | - | Derry City | 1:0 | ||||
18. Round | 24/05/2019 | Derry City | - | Finn Harps | 4:0 | ||||
20. Round | 08/06/2019 | Shamrock Rovers | - | Derry City | 2:2 |