| 1. Round | 05/08/2023 | Dergview FC | - | Portadown FC | 2:3 |  |
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| 2. Round | 12/08/2023 | Portadown FC | - | Institute FC Drumahoe | 1:0 | ||||
| 4. Round | 25/08/2023 | Portadown FC | - | Bangor FC | 0:1 | ||||
| 5. Round | 02/09/2023 | H&W Welders | - | Portadown FC | 1:0 | ||||
| 6. Round | 09/09/2023 | Portadown FC | - | Annagh United | 4:1 | |
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| 7. Round | 16/09/2023 | Knockbreda FC | - | Portadown FC | 0:2 | |
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| 8. Round | 23/09/2023 | Portadown FC | - | Ballinamallard United FC | 2:0 | ||||
| 9. Round | 30/09/2023 | Ards FC | - | Portadown FC | 1:2 | |
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| 10. Round | 07/10/2023 | Portadown FC | - | Dundela FC | 1:3 | ||||
| 11. Round | 15/10/2023 | Newington FC | - | Portadown FC | 0:2 | ||||
| 12. Round | 21/10/2023 | Portadown FC | - | H&W Welders | 5:2 | |
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| 23. Round | 20/02/2024 | Portadown FC | - | Newington FC | 0:4 | ||||
| 29. Round | 24/02/2024 | Ballinamallard United FC | - | Portadown FC | 1:2 | ||||
| 32. Round | 16/03/2024 | Institute FC Drumahoe | - | Portadown FC | 1:2 | ||||
| 31. Round | 19/03/2024 | Ards FC | - | Portadown FC | 1:3 | ||||
| 33. Round | 22/03/2024 | Portadown FC | - | Bangor FC | 2:1 | ||||
| 30. Round | 26/03/2024 | Portadown FC | - | Knockbreda FC | 2:0 |
Northern Ireland