| 1. Round | 17/02/2023 | Treaty United | - | Bray Wanderers | 0:1 | ||||
| 2. Round | 24/02/2023 | Bray Wanderers | - | Kerry FC | 3:1 | ||||
| 3. Round | 03/03/2023 | Finn Harps | - | Bray Wanderers | 1:1 | ||||
| 4. Round | 10/03/2023 | Bray Wanderers | - | Longford Town | 0:0 | ||||
| 5. Round | 18/03/2023 | Waterford FC | - | Bray Wanderers | 2:2 | ||||
| 6. Round | 24/03/2023 | Bray Wanderers | - | Wexford FC | 3:2 | ||||
| 7. Round | 31/03/2023 | Cobh Ramblers | - | Bray Wanderers | 2:1 |  |
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| 9. Round | 14/04/2023 | Galway United | - | Bray Wanderers | 6:0 |  |
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| 12. Round | 01/05/2023 | Bray Wanderers | - | Treaty United | 0:3 | |
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| 13. Round | 05/05/2023 | Wexford FC | - | Bray Wanderers | 1:1 | ||||
| 14. Round | 12/05/2023 | Bray Wanderers | - | Finn Harps | 2:0 | ||||
| 15. Round | 19/05/2023 | Kerry FC | - | Bray Wanderers | 0:2 | ||||
| 16. Round | 26/05/2023 | Bray Wanderers | - | Cobh Ramblers | 2:2 | ||||
| 17. Round | 02/06/2023 | Bray Wanderers | - | Galway United | 1:1 | ||||
| 18. Round | 05/06/2023 | Athlone Town | - | Bray Wanderers | 3:1 | ||||
| 28. Round | 25/08/2023 | Bray Wanderers | - | Waterford FC | 0:1 |
Ireland