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| I | Neath FC | - | The New Saints | 2:0 | ||
| V | The New Saints | - | Neath FC | 3:0 | ||
| I: 25.11.2008 20:30 | V: 09.12.2008 20:30 | Campeones: The New Saints | ||||
| I | Bangor City | - | Aberystwyth Town | 1:2 | ||
| V | Aberystwyth Town | - | Bangor City | 2:4 | ||
| I: 09.12.2008 20:30 | V: 13.01.2009 20:30 | Campeones: Bangor City | ||||
