1. Round | 18/08/2019 | The New Saints | - | Caernarfon Town | 1:0 | ||||
2. Round | 23/08/2019 | Bala Town | - | The New Saints | 3:1 | ||||
4. Round | 31/08/2019 | The New Saints | - | Penybont FC | 2:1 | ||||
5. Round | 10/09/2019 | The New Saints | - | Newtown AFC | 2:1 | ||||
6. Round | 16/09/2019 | Cardiff Metropolitan | - | The New Saints | 1:1 | ||||
7. Round | 21/09/2019 | Carmarthen Town | - | The New Saints | 2:6 | ||||
8. Round | 28/09/2019 | The New Saints | - | Barry Town United | 0:1 | ||||
13. Round | 01/11/2019 | Connah's Quay Nomads | - | The New Saints | 1:1 | ||||
15. Round | 15/11/2019 | The New Saints | - | Aberystwyth Town | 2:0 | ||||
16. Round | 30/11/2019 | Airbus UK | - | The New Saints | 0:12 | ||||
14. Round | 03/12/2019 | The New Saints | - | Carmarthen Town | 1:0 | ||||
17. Round | 13/12/2019 | Barry Town United | - | The New Saints | 1:4 | ||||
18. Round | 20/12/2019 | The New Saints | - | Cardiff Metropolitan | 1:2 | ||||
19. Round | 26/12/2019 | Cefn Druids | - | The New Saints | 0:5 | ||||
20. Round | 30/12/2019 | The New Saints | - | Cefn Druids | 2:1 | ||||
21. Round | 10/01/2020 | Newtown AFC | - | The New Saints | 0:2 | ||||
22. Round | 18/01/2020 | The New Saints | - | Connah's Quay Nomads | 2:1 |