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| 06/09/2016 | 19:45 | Bala Town | - | Flint Town United | 5:1 (1:0) | |
| 19:45 | Guilsfield FC | - | Airbus UK | 2:1 (1:1) | ||
| 19:45 | Llandudno FC | - | Holyhead Hotspur | 2:1 (2:1) | ||
| 19:45 | Abergavenny Town | - | Goytre AFC | 1:2 (1:1, 1:1) aet | ||
| 19:45 | Cambrian & Clydach | - | Barry Town United | 1:3 (1:0, 1:1) aet | ||
| 19:45 | Haverfordwest County | - | Port Talbot Town | 6:2 (3:1) | ||
| 07/09/2016 | 19:45 | Penrhyncoch FC | - | Aberystwyth Town | 1:2 (1:1) | |
| 19:45 | Holywell Town | - | Cefn Druids | 3:5 (0:3) | ||
| 19:45 | Prestatyn Town | - | Bangor City | 1:3 (0:3, 3:3, 4:4) pso | ||
| 19:45 | Caernarfon Town | - | Rhyl FC | 1:5 (1:2) | ||
| 19:45 | Pontypridd Town | - | Newtown AFC | 2:4 (1:2) | ||
| 19:45 | Cardiff Metropolitan | - | Taff's Well AFC | 5:0 (3:0) |
