19. Round | 02/07/2021 | Derry City | - | Waterford FC | 2:0 | ||||
20. Round | 09/07/2021 | St Patrick's Athletic | - | Derry City | 1:0 | ||||
22. Round | 31/07/2021 | Longford Town | - | Derry City | 0:2 | ||||
23. Round | 06/08/2021 | Derry City | - | Drogheda United | 3:0 | ||||
24. Round | 15/08/2021 | Derry City | - | Dundalk FC | 1:0 | ||||
25. Round | 21/08/2021 | Sligo Rovers | - | Derry City | 1:2 | ||||
27. Round | 10/09/2021 | Derry City | - | Finn Harps | 2:2 | ||||
26. Round | 20/09/2021 | Bohemian FC | - | Derry City | 3:3 | ||||
28. Round | 24/09/2021 | Derry City | - | Longford Town | 3:0 | ||||
29. Round | 01/10/2021 | Shamrock Rovers | - | Derry City | 2:1 | ||||
31. Round | 15/10/2021 | Derry City | - | St Patrick's Athletic | 1:0 | ||||
32. Round | 24/10/2021 | Drogheda United | - | Derry City | 1:0 | ||||
33. Round | 29/10/2021 | Derry City | - | Bohemian FC | 1:1 | ||||
30. Round | 02/11/2021 | Waterford FC | - | Derry City | 2:2 | ||||
35. Round | 12/11/2021 | Derry City | - | Sligo Rovers | 2:0 |