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GMT 01:00
| 06.08.2023 | |||
| 15:30 | Haverfordwest | 0-4 | Cardiff City U21 |
| 05.08.2023 | |||
| 18:00 | Newtown AFC | 1-1/p.3-4 | Guilsfield |
| 15:30 | Bangor 1876 FC | 0-3 | Gresford Athletic |
| 15:30 | Barry Town United | 1-2 | Aberystwyth Town |
| 15:30 | Buckley Town | 3-0 | Denbigh Town |
| 15:30 | Colwyn Bay | 5-0 | Airbus UK Broughton |
| 15:30 | Swansea City U21 | 3-1 | Caerau Ely |
| 15:30 | Taff's Well | 0-3 | Cardiff Met |
| 15:30 | The New Saints | 2-1 | Connah's Quay |
| 15:30 | Trefelin BGC | 2-2/p.3-4 | Ammanford AFC |
| 04.08.2023 | |||
| 20:45 | Caernarfon Town | 2-2/p.2-4 | Porthmadog |
| 20:45 | Penybont FC | 1-1/p.4-5 | Afan Lido |
| 20:30 | Briton Ferry | 3-1 | Llantwit Major |
| 20:30 | Llanelli Town | 1-4 | Pontypridd United |
| 20:30 | Prestatyn Town | 1-1/p.4-1 | Flint Town Utd |
| 20:30 | Ruthin Town | 0-4 | Bala Town |
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