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| 30.01.2009 | 20:30 | Airbus UK | - | NEWI Cefn Druids | 2:1 | |
| 20:30 | Port Talbot Town | - | Llanelli AFC | 2:1 | ||
| 31.01.2009 | 13:15 | Bangor City | - | Rhyl FC | 4:2 i.E. | |
| 14:30 | AFC Llwydcoed | - | Aberystwyth Town | 0:3 | ||
| 14:30 | Bridgend Town | - | Lex XI | 4:0 | ||
| 15:00 | Holyhead Hotspur | - | Newport YMCA | 5:6 i.E. | ||
| 15:00 | Prestatyn Town | - | Goytre United | 5:3 n.V. | ||
| 15:00 | The New Saints | - | Carmarthen Town | 2:3 |
