| 3. Round | 04/03/2023 | Longford Town | - | Cobh Ramblers | 0:0 | ||||
| 4. Round | 10/03/2023 | Treaty United | - | Cobh Ramblers | 0:3 | ||||
| 5. Round | 17/03/2023 | Cobh Ramblers | - | Galway United | 0:2 | ||||
| 6. Round | 24/03/2023 | Finn Harps | - | Cobh Ramblers | 2:2 | ||||
| 7. Round | 31/03/2023 | Cobh Ramblers | - | Bray Wanderers | 2:1 | ||||
| 8. Round | 07/04/2023 | Cobh Ramblers | - | Waterford FC | 1:3 | ||||
| 9. Round | 14/04/2023 | Athlone Town | - | Cobh Ramblers | 2:0 | ||||
| 10. Round | 21/04/2023 | Cobh Ramblers | - | Treaty United | 1:1 | ||||
| 11. Round | 28/04/2023 | Galway United | - | Cobh Ramblers | 1:0 | ||||
| 13. Round | 05/05/2023 | Cobh Ramblers | - | Finn Harps | 4:1 |  |
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| 14. Round | 12/05/2023 | Waterford FC | - | Cobh Ramblers | 5:0 | ||||
| 32. Round | 22/09/2023 | Cobh Ramblers | - | Finn Harps | 5:1 | ||||
| 33. Round | 29/09/2023 | Bray Wanderers | - | Cobh Ramblers | 2:1 | ||||
| 35. Round | 15/10/2023 | Wexford FC | - | Cobh Ramblers | 3:3 | ||||
| 36. Round | 20/10/2023 | Cobh Ramblers | - | Kerry FC | 1:1 |
Ireland