| 1. Round | 12/09/2020 | Caernarfon Town | - | Penybont FC | 1:1 | ||||
| 3. Round | 20/09/2020 | Connah's Quay Nomads | - | Penybont FC | 1:0 | ||||
| 4. Round | 26/09/2020 | Penybont FC | - | Bala Town | 1:5 |  |
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| 5. Round | 30/09/2020 | Cardiff Metropolitan | - | Penybont FC | 0:1 | ||||
| 7. Round | 06/10/2020 | Haverfordwest County | - | Penybont FC | 0:4 | ||||
| 8. Round | 10/10/2020 | Penybont FC | - | The New Saints | 0:4 | ||||
| 9. Round | 17/10/2020 | Cefn Druids | - | Penybont FC | 0:2 | |
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| 13. Round | 14/11/2020 | Bala Town | - | Penybont FC | 4:1 |  |
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| 15. Round | 29/11/2020 | Penybont FC | - | Cefn Druids | 1:1 | |
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| 14. Round | 05/12/2020 | Penybont FC | - | Caernarfon Town | 6:0 | |
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| 20. Round | 15/12/2020 | Penybont FC | - | Cardiff Metropolitan | 1:0 | ||||
| 17. Round | 19/12/2020 | The New Saints | - | Penybont FC | 2:1 | |
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| 16. Round | 02/03/2021 | Newtown AFC | - | Penybont FC | 2:0 | ||||
| 21. Round | 06/03/2021 | Flint Town United | - | Penybont FC | 0:1 | ||||
| 19. Round | 09/03/2021 | Barry Town United | - | Penybont FC | 0:1 | ||||
| 12. Round | 13/03/2021 | Penybont FC | - | Connah's Quay Nomads | 0:0 | ||||
| 18. Round | 16/03/2021 | Penybont FC | - | Barry Town United | 1:0 | ||||
| 10. Round | 20/03/2021 | Penybont FC | - | Flint Town United | 1:2 |
Wales