4. Round | 06/03/2023 | Bohemian FC | - | Drogheda United | 3:1 | ||||
6. Round | 16/03/2023 | Drogheda United | - | Dundalk FC | 0:1 | ||||
9. Round | 10/04/2023 | Drogheda United | - | St Patrick's Athletic | 1:3 | ||||
10. Round | 15/04/2023 | Sligo Rovers | - | Drogheda United | 1:1 | ||||
11. Round | 21/04/2023 | Drogheda United | - | Bohemian FC | 0:2 | ||||
12. Round | 28/04/2023 | Dundalk FC | - | Drogheda United | 3:2 | ||||
15. Round | 12/05/2023 | St Patrick's Athletic | - | Drogheda United | 3:0 | ||||
17. Round | 26/05/2023 | Drogheda United | - | UC Dublin | 3:1 | ||||
18. Round | 02/06/2023 | Drogheda United | - | Cork City | 0:1 | ||||
19. Round | 05/06/2023 | Shelbourne FC | - | Drogheda United | 3:2 | ||||
24. Round | 14/07/2023 | UC Dublin | - | Drogheda United | 1:3 | ||||
26. Round | 04/08/2023 | Bohemian FC | - | Drogheda United | 4:2 | ||||
29. Round | 01/09/2023 | Drogheda United | - | UC Dublin | 3:0 | ||||
33. Round | 06/10/2023 | Drogheda United | - | Derry City | 0:0 |