| 2. Round | 19/08/2023 | Barry Town United | - | Colwyn Bay FC | 1:1 |  |
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| 3. Round | 26/08/2023 | Cardiff Metropolitan | - | Colwyn Bay FC | 1:0 | ||||
| 4. Round | 29/08/2023 | Colwyn Bay FC | - | The New Saints | 0:1 | ||||
| 5. Round | 02/09/2023 | Colwyn Bay FC | - | Haverfordwest County | 1:2 | ||||
| 8. Round | 23/09/2023 | Colwyn Bay FC | - | Newtown AFC | 2:4 | ||||
| 9. Round | 26/09/2023 | Connah's Quay Nomads | - | Colwyn Bay FC | 2:1 | ||||
| 11. Round | 07/10/2023 | Bala Town | - | Colwyn Bay FC | 2:1 | ||||
| 14. Round | 28/10/2023 | Colwyn Bay FC | - | Barry Town United | 0:1 | ||||
| 12. Round | 31/10/2023 | The New Saints | - | Colwyn Bay FC | 6:1 | ||||
| 15. Round | 04/11/2023 | Haverfordwest County | - | Colwyn Bay FC | 5:0 | ||||
| 16. Round | 19/11/2023 | Pontypridd United | - | Colwyn Bay FC | 0:3 | ||||
| 17. Round | 29/11/2023 | Colwyn Bay FC | - | Connah's Quay Nomads | 2:3 |
Wales