1. Round | 16/08/2019 | Penybont FC | - | Barry Town United | 1:2 | ||||
2. Round | 23/08/2019 | Barry Town United | - | Aberystwyth Town | 3:1 | ||||
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 | ||||
13. Round | 02/11/2019 | Caernarfon Town | - | Barry Town United | 4:1 | ||||
14. Round | 09/11/2019 | Barry Town United | - | Connah's Quay Nomads | 0:4 | ||||
15. Round | 16/11/2019 | Cefn Druids | - | Barry Town United | 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 | ||||
17. Round | 13/12/2019 | Barry Town United | - | The New Saints | 1:4 | ||||
18. Round | 20/12/2019 | Aberystwyth Town | - | Barry Town United | 0:1 | ||||
20. Round | 30/12/2019 | Cardiff Metropolitan | - | Barry Town United | 0:1 |