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| 09.08.2019 | 20:45 | Bala Town | - | Gresford Athletic | 7:0 (2:0) | |
| 20:45 | Penybont FC | - | Goytre United | 4:1 (1:1) | ||
| 10.08.2019 | 15:30 | Corwen FC | - | Caernarfon Town | 0:2 (0:2) | |
| 15:30 | Rhyl FC | - | Connah's Quay Nomads | 0:2 (0:2) | ||
| 15:30 | Airbus UK | - | Llanfair United | 4:0 (1:0) | ||
| 15:30 | Cefn Druids | - | Prestatyn Town | 1:2 (0:1) | ||
| 15:30 | Flint Town United | - | Porthmadog FC | 5:1 (3:0) | ||
| 15:30 | Guilsfield FC | - | Llandudno FC | 1:0 (0:0) | ||
| 15:30 | Cambrian & Clydach | - | Aberystwyth Town | 3:4 (1:2) | ||
| 15:30 | Haverfordwest County | - | Barry Town United | 4:3 (0:1, 1:1) i.E. | ||
| 15:30 | Newtown AFC | - | Ammanford AFC | 2:0 (1:0) | ||
| 15:30 | Carmarthen Town | - | Cwmamman United | 4:1 (1:1) | ||
| 15:30 | Llantwit Major FC | - | Cardiff Metropolitan | 1:2 (0:0) | ||
| 15:30 | Briton Ferry Llansawel AFC | - | Llanelli Town | 3:0 (0:0, 1:1) i.E. | ||
| 15:30 | STM Sports | - | Cwmbran Celtic | 4:0 (1:0) | ||
| 24.09.2019 | 20:45 | Bangor City | - | The New Saints | 4:2 (0:0, 1:1) i.E. |
