| 4. Round | 10/03/2023 | Treaty United | - | Cobh Ramblers | 0:3 | ||||
| 9. Round | 14/04/2023 | Athlone Town | - | Cobh Ramblers | 2:0 |  |
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| 10. Round | 21/04/2023 | Cobh Ramblers | - | Treaty United | 1:1 | ||||
| 11. Round | 28/04/2023 | Galway United | - | Cobh Ramblers | 1:0 | ||||
| 12. Round | 01/05/2023 | Cobh Ramblers | - | Kerry FC | 4:1 | ||||
| 14. Round | 12/05/2023 | Waterford FC | - | Cobh Ramblers | 5:0 | ||||
| 15. Round | 19/05/2023 | Cobh Ramblers | - | Athlone Town | 2:2 | ||||
| 16. Round | 26/05/2023 | Bray Wanderers | - | Cobh Ramblers | 2:2 | ||||
| 17. Round | 02/06/2023 | Wexford FC | - | Cobh Ramblers | 2:1 | ||||
| 18. Round | 05/06/2023 | Cobh Ramblers | - | Longford Town | 1:0 | ||||
| 19. Round | 09/06/2023 | Treaty United | - | Cobh Ramblers | 0:1 | ||||
| 20. Round | 23/06/2023 | Cobh Ramblers | - | Waterford FC | 1:0 | ||||
| 21. Round | 30/06/2023 | Athlone Town | - | Cobh Ramblers | 2:3 | ||||
| 22. Round | 07/07/2023 | Cobh Ramblers | - | Galway United | 1:1 |  |
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| 26. Round | 07/08/2023 | Kerry FC | - | Cobh Ramblers | 2:2 | ||||
| 32. Round | 22/09/2023 | Cobh Ramblers | - | Finn Harps | 5:1 | ||||
| 36. Round | 20/10/2023 | Cobh Ramblers | - | Kerry FC | 1:1 |
Ireland