| 1. Round | 13/08/2023 | Colwyn Bay FC | - | Caernarfon Town | 0:4 |  |
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| 2. Round | 19/08/2023 | Barry Town United | - | Colwyn Bay FC | 1:1 | ||||
| 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 | |
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| 15. Round | 04/11/2023 | Haverfordwest County | - | Colwyn Bay FC | 5:0 | ||||
| 16. Round | 19/11/2023 | Pontypridd United | - | Colwyn Bay FC | 0:3 | ||||
| 13. Round | 25/11/2023 | Colwyn Bay FC | - | Penybont FC | 2:1 | |
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| 17. Round | 29/11/2023 | Colwyn Bay FC | - | Connah's Quay Nomads | 2:3 | ||||
| 18. Round | 02/12/2023 | Newtown AFC | - | Colwyn Bay FC | 4:2 | ||||
| 20. Round | 26/12/2023 | Colwyn Bay FC | - | Bala Town | 2:3 | ||||
| 21. Round | 31/12/2023 | Caernarfon Town | - | Colwyn Bay FC | 2:1 |
England