| 2. Round | 22/08/2009 | Prestatyn Town | - | Haverfordwest County | 3:0 |  |
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| 6. Round | 19/09/2009 | Carmarthen Town | - | Prestatyn Town | 1:2 | |
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| 8. Round | 10/10/2009 | Port Talbot Town | - | Prestatyn Town | 1:1 | |
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| 15. Round | 04/12/2009 | Prestatyn Town | - | Elements Cefn Druids | 2:0 | |
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| 14. Round | 23/02/2010 | Neath FC | - | Prestatyn Town | 1:1 | |
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| 30. Round | 27/03/2010 | Prestatyn Town | - | Porthmadog FC | 1:1 | |
Wales