| 7. Round | 22/09/2018 | Barry Town United | - | Cefn Druids | 2:1 |  |
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| 8. Round | 29/09/2018 | Aberystwyth Town | - | Barry Town United | 0:1 | ||||
| 9. Round | 06/10/2018 | Newtown AFC | - | Barry Town United | 2:0 | ||||
| 10. Round | 13/10/2018 | Barry Town United | - | Carmarthen Town | 1:0 | |
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| 11. Round | 19/10/2018 | Barry Town United | - | Llanelli Town | 5:2 | ||||
| 12. Round | 27/10/2018 | Bala Town | - | Barry Town United | 0:1 | |
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| 13. Round | 04/11/2018 | Barry Town United | - | Llandudno FC | 2:1 | ||||
| 15. Round | 17/11/2018 | Barry Town United | - | The New Saints | 0:2 | ||||
| 16. Round | 01/12/2018 | Barry Town United | - | Newtown AFC | 4:1 | |
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| 18. Round | 22/12/2018 | Barry Town United | - | Caernarfon Town | 2:1 | |
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| 19. Round | 26/12/2018 | Barry Town United | - | Cardiff Metropolitan | 2:1 | |
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| 20. Round | 31/12/2018 | Cardiff Metropolitan | - | Barry Town United | 3:0 | ||||
| 21. Round | 05/01/2019 | Cefn Druids | - | Barry Town United | 2:5 | |
Wales