| 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 |  |
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| 5. Round | 02/09/2023 | Pontypridd United | - | Barry Town United | 1:0 |  |
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| 17. Round | 28/11/2023 | Newtown AFC | - | Pontypridd United | 3:1 | ||||
| 18. Round | 02/12/2023 | Pontypridd United | - | Caernarfon Town | 1:2 | ||||
| 19. Round | 16/12/2023 | Connah's Quay Nomads | - | Pontypridd United | 3:1 | ||||
| 20. Round | 26/12/2023 | Pontypridd United | - | Aberystwyth Town | 2:0 | |
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| 21. Round | 31/12/2023 | Penybont FC | - | Pontypridd United | 1:0 | ||||
| 22. Round | 13/01/2024 | Colwyn Bay FC | - | Pontypridd United | 2:3 |
Wales