1. Round | 18/08/2019 | The New Saints | - | Caernarfon Town | 1:0 | ||||
2. Round | 23/08/2019 | Caernarfon Town | - | Connah's Quay Nomads | 0:0 | ||||
3. Round | 26/08/2019 | Caernarfon Town | - | Cefn Druids | 1:1 | ||||
4. Round | 30/08/2019 | Airbus UK | - | Caernarfon Town | 2:3 | ||||
5. Round | 07/09/2019 | Barry Town United | - | Caernarfon Town | 0:0 | ||||
6. Round | 14/09/2019 | Caernarfon Town | - | Penybont FC | 3:2 | ||||
7. Round | 20/09/2019 | Aberystwyth Town | - | Caernarfon Town | 2:3 | ||||
8. Round | 27/09/2019 | Caernarfon Town | - | Newtown AFC | 1:0 | ||||
10. Round | 15/10/2019 | Connah's Quay Nomads | - | Caernarfon Town | 4:2 | ||||
11. Round | 18/10/2019 | Cefn Druids | - | Caernarfon Town | 3:1 | ||||
12. Round | 26/10/2019 | Caernarfon Town | - | Carmarthen Town | 2:0 | ||||
20. Round | 30/12/2019 | Bala Town | - | Caernarfon Town | 3:0 | ||||
21. Round | 10/01/2020 | Caernarfon Town | - | Aberystwyth Town | 0:3 | ||||
22. Round | 18/01/2020 | Cardiff Metropolitan | - | Caernarfon Town | 2:0 |