| 1. Round | 12/08/2023 | Bala Town | - | Barry Town United | 1:0 | ||||
| 2. Round | 19/08/2023 | Barry Town United | - | Colwyn Bay FC | 1:1 | ||||
| 3. Round | 26/08/2023 | The New Saints | - | Barry Town United | 2:2 | ||||
| 4. Round | 29/08/2023 | Barry Town United | - | Haverfordwest County | 2:2 | ||||
| 5. Round | 02/09/2023 | Pontypridd United | - | Barry Town United | 1:0 |  |
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| 6. Round | 09/09/2023 | Barry Town United | - | Connah's Quay Nomads | 1:4 | |
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| 7. Round | 16/09/2023 | Newtown AFC | - | Barry Town United | 2:0 | ||||
| 9. Round | 26/09/2023 | Penybont FC | - | Barry Town United | 1:0 | ||||
| 10. Round | 30/09/2023 | Barry Town United | - | Caernarfon Town | 0:3 | |
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| 11. Round | 06/10/2023 | Cardiff Metropolitan | - | Barry Town United | 2:1 | ||||
| 15. Round | 04/11/2023 | Barry Town United | - | Aberystwyth Town | 0:1 | |
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| 16. Round | 19/11/2023 | Caernarfon Town | - | Barry Town United | 2:3 |  |
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| 18. Round | 02/12/2023 | Connah's Quay Nomads | - | Barry Town United | 7:0 | ||||
| 20. Round | 26/12/2023 | Haverfordwest County | - | Barry Town United | 2:0 |  |
Wales