29. Round | 01/09/2023 | Drogheda United | - | UC Dublin | 3:0 | ||||
30. Round | 25/09/2023 | St Patrick's Athletic | - | Drogheda United | 1:2 | ||||
32. Round | 29/09/2023 | Dundalk FC | - | Drogheda United | 3:1 | ||||
33. Round | 06/10/2023 | Drogheda United | - | Derry City | 0:0 | ||||
34. Round | 22/10/2023 | Shamrock Rovers | - | Drogheda United | 5:0 |