| 1. Round | 12/09/2020 | Barry Town United | - | The New Saints | 0:3 | ||||
| 4. Round | 27/09/2020 | Caernarfon Town | - | The New Saints | 0:4 |  |
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| 7. Round | 06/10/2020 | The New Saints | - | Newtown AFC | 2:0 | |
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| 2. Round | 13/10/2020 | The New Saints | - | Connah's Quay Nomads | 1:0 | ||||
| 10. Round | 24/10/2020 | The New Saints | - | Haverfordwest County | 3:2 | ||||
| 5. Round | 07/11/2020 | Bala Town | - | The New Saints | 1:1 | ||||
| 13. Round | 14/11/2020 | The New Saints | - | Barry Town United | 2:1 | ||||
| 14. Round | 21/11/2020 | Cardiff Metropolitan | - | The New Saints | 0:1 | ||||
| 15. Round | 28/11/2020 | The New Saints | - | Aberystwyth Town | 4:1 | ||||
| 19. Round | 02/12/2020 | Cefn Druids | - | The New Saints | 0:4 | ||||
| 11. Round | 12/12/2020 | Connah's Quay Nomads | - | The New Saints | 2:0 | ||||
| 17. Round | 19/12/2020 | The New Saints | - | Penybont FC | 2:1 | ||||
| 21. Round | 06/03/2021 | The New Saints | - | Bala Town | 0:0 | ||||
| 16. Round | 13/03/2021 | Haverfordwest County | - | The New Saints | 2:1 | ||||
| 18. Round | 16/03/2021 | The New Saints | - | Cefn Druids | 5:0 | |
Ireland