| 1. Round | 16/08/2019 | Penybont FC | - | Barry Town United | 1:2 | ||||
| 2. Round | 23/08/2019 | Barry Town United | - | Aberystwyth Town | 3:1 |  |
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| 3. Round | 26/08/2019 | Barry Town United | - | Bala Town | 2:2 | ||||
| 4. Round | 30/08/2019 | Carmarthen Town | - | Barry Town United | 0:1 | ||||
| 6. Round | 14/09/2019 | Airbus UK | - | Barry Town United | 0:1 | |
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| 7. Round | 22/09/2019 | Barry Town United | - | Cefn Druids | 1:0 | ||||
| 10. Round | 22/11/2019 | Barry Town United | - | Penybont FC | 3:0 | ||||
| 16. Round | 30/11/2019 | Barry Town United | - | Newtown AFC | 0:1 | ||||
| 19. Round | 26/12/2019 | Barry Town United | - | Cardiff Metropolitan | 1:1 |
Wales