| 1. Round | 12/08/2023 | Newtown AFC | - | Penybont FC | 1:3 | ||||
| 2. Round | 18/08/2023 | Penybont FC | - | Haverfordwest County | 2:0 | ||||
| 3. Round | 25/08/2023 | Pontypridd United | - | Penybont FC | 0:0 | ||||
| 4. Round | 29/08/2023 | Penybont FC | - | Cardiff Metropolitan | 0:0 | ||||
| 5. Round | 02/09/2023 | Bala Town | - | Penybont FC | 2:1 | ||||
| 6. Round | 09/09/2023 | Penybont FC | - | Colwyn Bay FC | 0:1 | ||||
| 7. Round | 16/09/2023 | Penybont FC | - | Caernarfon Town | 3:2 | ||||
| 8. Round | 22/09/2023 | Aberystwyth Town | - | Penybont FC | 1:2 | ||||
| 14. Round | 27/10/2023 | Penybont FC | - | Aberystwyth Town | 0:2 | ||||
| 15. Round | 04/11/2023 | Caernarfon Town | - | Penybont FC | 2:4 | ||||
| 18. Round | 02/12/2023 | Penybont FC | - | Bala Town | 0:2 | ||||
| 19. Round | 16/12/2023 | The New Saints | - | Penybont FC | 3:0 | ||||
| 20. Round | 26/12/2023 | Cardiff Metropolitan | - | Penybont FC | 0:3 |  |
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| 21. Round | 31/12/2023 | Penybont FC | - | Pontypridd United | 1:0 |
Wales