1. Round | 11/08/2023 | Haverfordwest County | - | Pontypridd United | 0:0 | ||||
2. Round | 19/08/2023 | Pontypridd United | - | The New Saints | 0:1 | ||||
3. Round | 25/08/2023 | Pontypridd United | - | Penybont FC | 0:0 | ||||
4. Round | 29/08/2023 | Aberystwyth Town | - | Pontypridd United | 0:1 | ||||
6. Round | 08/09/2023 | Cardiff Metropolitan | - | Pontypridd United | 2:0 | ||||
8. Round | 23/09/2023 | Caernarfon Town | - | Pontypridd United | 1:0 | ||||
9. Round | 26/09/2023 | Pontypridd United | - | Newtown AFC | 0:1 | ||||
10. Round | 30/09/2023 | The New Saints | - | Pontypridd United | 4:0 | ||||
14. Round | 28/10/2023 | Pontypridd United | - | Cardiff Metropolitan | 1:3 | ||||
15. Round | 04/11/2023 | Bala Town | - | Pontypridd United | 0:0 | ||||
16. Round | 19/11/2023 | Pontypridd United | - | Colwyn Bay FC | 0:3 | ||||
17. Round | 28/11/2023 | Newtown AFC | - | Pontypridd United | 3:1 | ||||
21. Round | 31/12/2023 | Penybont FC | - | Pontypridd United | 1:0 | ||||
22. Round | 13/01/2024 | Colwyn Bay FC | - | Pontypridd United | 2:3 |