5. Round | 10/09/2019 | The New Saints | - | Newtown AFC | 2:1 | ||||
6. Round | 16/09/2019 | Cardiff Metropolitan | - | The New Saints | 1:1 | ||||
7. Round | 21/09/2019 | Carmarthen Town | - | The New Saints | 2:6 | ||||
8. Round | 28/09/2019 | The New Saints | - | Barry Town United | 0:1 |