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| 06/12/2019 | 19:45 | Colwyn Bay FC | - | Airbus UK | 1:0 aet | |
| 20:00 | Carmarthen Town | - | Ammanford AFC | 0:4 | ||
| 07/12/2019 | 13:30 | Pontardawe Town | - | Buckley Town | 3:1 | |
| 13:30 | Rhyl FC | - | Chepstow / STM Sports | 2:0 | ||
| 14:30 | Swansea University | - | Cambrian & Clydach | 3:0 | ||
| 14:30 | The New Saints | - | Mold Alexandra | 9:0 | ||
| 14:30 | Barry Town United | - | Newtown AFC | 0:1 | ||
| 14:30 | Cardiff Metropolitan | - | Pontypridd Town | 1:0 | ||
| 14:30 | Aberystwyth Town | - | Ruthin Town | 2:1 | ||
| 14:30 | Cefn Druids | - | Guilsfield FC | 2:0 | ||
| 14:30 | Abertillery Bluebirds | - | Connah's Quay Nomads | 0:3 | ||
| 14:30 | Penrhyncoch FC | - | Prestatyn Town | 1:2 | ||
| 14:30 | Goytre United | - | Caernarfon Town | 0:4 | ||
| 14:30 | Flint Town United | - | Bala Town | 2:0 | ||
| 14:30 | Afan Lido FC | - | Llandudno FC | 5:1 | ||
| 14/12/2019 | 14:30 | Penybont FC | - | Porthmadog FC | 6:1 |
