| 2. Round | 19/08/2018 | Connah's Quay Nomads | - | The New Saints | 1:0 |  |
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| 3. Round | 25/08/2018 | The New Saints | - | Carmarthen Town | 6:0 |  |
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| 4. Round | 31/08/2018 | Caernarfon Town | - | The New Saints | 0:3 | ||||
| 6. Round | 14/09/2018 | Llanelli Town | - | The New Saints | 0:2 | |
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| 7. Round | 21/09/2018 | The New Saints | - | Bala Town | 0:0 | ||||
| 8. Round | 30/09/2018 | Cardiff Metropolitan | - | The New Saints | 4:1 | ||||
| 11. Round | 20/10/2018 | The New Saints | - | Connah's Quay Nomads | 3:0 | ||||
| 12. Round | 27/10/2018 | Newtown AFC | - | The New Saints | 1:1 | ||||
| 16. Round | 01/12/2018 | The New Saints | - | Cardiff Metropolitan | 1:1 | ||||
| 18. Round | 22/12/2018 | Llandudno FC | - | The New Saints | 0:4 | ||||
| 19. Round | 26/12/2018 | The New Saints | - | Cefn Druids | 7:0 | ||||
| 20. Round | 01/01/2019 | Cefn Druids | - | The New Saints | 0:3 | ||||
| 21. Round | 04/01/2019 | The New Saints | - | Newtown AFC | 4:0 | ||||
| 22. Round | 12/01/2019 | The New Saints | - | Llanelli Town | 5:0 |
England
