1. Round | 16/08/2019 | Penybont FC | - | Barry Town United | 1:2 | ||||
2. Round | 23/08/2019 | Barry Town United | - | Aberystwyth Town | 3:1 | ||||
3. Round | 26/08/2019 | Barry Town United | - | Bala Town | 2:2 | ||||
4. Round | 30/08/2019 | Carmarthen Town | - | Barry Town United | 0:1 | ||||
7. Round | 22/09/2019 | Barry Town United | - | Cefn Druids | 1:0 | ||||
8. Round | 28/09/2019 | The New Saints | - | Barry Town United | 0:1 | ||||
9. Round | 05/10/2019 | Newtown AFC | - | Barry Town United | 2:3 | ||||
11. Round | 19/10/2019 | Bala Town | - | Barry Town United | 1:1 | ||||
12. Round | 26/10/2019 | Barry Town United | - | Airbus UK | 2:0 | ||||
10. Round | 22/11/2019 | Barry Town United | - | Penybont FC | 3:0 | ||||
16. Round | 30/11/2019 | Barry Town United | - | Newtown AFC | 0:1 | ||||
17. Round | 13/12/2019 | Barry Town United | - | The New Saints | 1:4 |