24. Round | 05/07/2019 | Derry City | - | Dundalk FC | 2:2 | ||||
19. Round | 12/07/2019 | Derry City | - | UC Dublin | 0:0 | ||||
26. Round | 19/07/2019 | Derry City | - | Sligo Rovers | 3:0 | ||||
29. Round | 16/08/2019 | Derry City | - | Shamrock Rovers | 0:2 | ||||
30. Round | 30/08/2019 | Waterford FC | - | Derry City | 1:1 | ||||
31. Round | 27/09/2019 | Derry City | - | Cork City | 4:0 | ||||
33. Round | 04/10/2019 | Dundalk FC | - | Derry City | 1:0 | ||||
35. Round | 19/10/2019 | Sligo Rovers | - | Derry City | 1:2 | ||||
34. Round | 22/10/2019 | Derry City | - | St Patrick's Athletic | 1:3 |