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| 04/08/2023 | 19:30 | Ruthin Town | - | Bala Town | 0:4 (0:0) | |
| 19:30 | Prestatyn Town | - | Flint Town United | 4:1 (0:1, 1:1) pso | ||
| 19:30 | Briton Ferry Llansawel AFC | - | Llantwit Major FC | 3:1 (1:1) | ||
| 19:30 | Llanelli Town | - | Pontypridd United | 1:4 (1:3) | ||
| 19:45 | Caernarfon Town | - | Porthmadog FC | 2:4 (1:1, 2:2) pso | ||
| 19:45 | Penybont FC | - | Afan Lido FC | 4:5 (1:1, 1:1) pso | ||
| 05/08/2023 | 14:30 | Colwyn Bay FC | - | Airbus UK | 5:0 (2:0) | |
| 14:30 | Buckley Town | - | Denbigh Town | 3:0 (0:0) | ||
| 14:30 | Bangor 1876 FC | - | Gresford Athletic | 0:3 (0:0) | ||
| 14:30 | The New Saints | - | Connah's Quay Nomads | 2:1 (2:1) | ||
| 14:30 | Trefelin BGC | - | Ammanford AFC | 3:4 (0:1, 2:2) pso | ||
| 14:30 | Taff's Well AFC | - | Cardiff Metropolitan | 0:3 (0:1) | ||
| 14:30 | Barry Town United | - | Aberystwyth Town | 1:2 (0:0) | ||
| 14:30 | Swansea City U23 | - | Caerau Ely AFC | 3:1 (2:0) | ||
| 17:00 | Newtown AFC | - | Guilsfield FC | 3:4 (1:0, 1:1) pso | ||
| 06/08/2023 | 14:30 | Haverfordwest County | - | Cardiff City U23 | 0:4 (0:2) |
