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| 24/09/2019 | 19:45 | Briton Ferry Llansawel AFC | - | Carmarthen Town | 0:2 (0:1) | |
| 19:45 | Caernarfon Town | - | Prestatyn Town | 1:4 (0:2) | ||
| 19:45 | Cardiff Metropolitan | - | Aberystwyth Town | 0:1 (0:1) | ||
| 19:45 | Flint Town United | - | Airbus UK | 2:1 (1:0) | ||
| 19:45 | Newtown AFC | - | Penybont FC | 2:1 (0:0) | ||
| 25/09/2019 | 19:45 | Guilsfield FC | - | Connah's Quay Nomads | 3:5 (0:1, 1:1) pso | |
| 01/10/2019 | 19:30 | STM Sports | - | Haverfordwest County | 7:6 pso | |
| 08/10/2019 | 19:45 | Bala Town | - | Bangor City | 7:6 (1:0, 1:1) pso |
