| 1. Round | 02/02/2019 | Caernarfon Town | - | Barry Town United | 2:0 |  |
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| 2. Round | 08/02/2019 | Connah's Quay Nomads | - | Caernarfon Town | 6:2 | |
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| 3. Round | 16/02/2019 | Newtown AFC | - | Caernarfon Town | 3:2 | ||||
| 4. Round | 25/02/2019 | Caernarfon Town | - | The New Saints | 0:3 | ||||
| 5. Round | 08/03/2019 | Caernarfon Town | - | Bala Town | 1:0 | ||||
| 6. Round | 23/03/2019 | Barry Town United | - | Caernarfon Town | 4:0 | |
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| 7. Round | 05/04/2019 | Caernarfon Town | - | Connah's Quay Nomads | 1:0 | ||||
| 8. Round | 12/04/2019 | Caernarfon Town | - | Newtown AFC | 4:1 | ||||
| 9. Round | 20/04/2019 | The New Saints | - | Caernarfon Town | 3:1 | ||||
| 10. Round | 26/04/2019 | Bala Town | - | Caernarfon Town | 1:0 |
Wales