2. Round | 23/08/2008 | Prestatyn Town | - | Technogroup Welshpool Town | 2:2 | ||||
5. Round | 13/09/2008 | Port Talbot Town | - | Prestatyn Town | 3:1 | ||||
7. Round | 26/09/2008 | Prestatyn Town | - | Caernarfon Town | 5:0 | ||||
17. Round | 19/12/2008 | Airbus UK | - | Prestatyn Town | 1:1 | ||||
21. Round | 10/02/2009 | Prestatyn Town | - | The New Saints | 1:4 | ||||
19. Round | 13/04/2009 | Prestatyn Town | - | Rhyl FC | 1:4 |