| 16. Round | 18/11/2023 | Bangor FC | - | Portadown FC | 2:2 |  |
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| 17. Round | 24/11/2023 | Portadown FC | - | Newington FC | 5:1 | ||||
| 18. Round | 02/12/2023 | Dundela FC | - | Portadown FC | 2:0 | ||||
| 20. Round | 16/12/2023 | Portadown FC | - | Ards FC | 4:2 | ||||
| 21. Round | 23/12/2023 | Ballinamallard United FC | - | Portadown FC | 3:0 |  |
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| 22. Round | 26/12/2023 | Annagh United | - | Portadown FC | 3:1 | |
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| 24. Round | 13/01/2024 | H&W Welders | - | Portadown FC | 1:2 | ||||
| 25. Round | 20/01/2024 | Portadown FC | - | Dergview FC | 3:2 | ||||
| 26. Round | 27/01/2024 | Dundela FC | - | Portadown FC | 1:1 | |
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| 19. Round | 06/02/2024 | Portadown FC | - | Ballyclare Comrades | 2:1 | |
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| 27. Round | 10/02/2024 | Annagh United | - | Portadown FC | 2:2 | ||||
| 28. Round | 16/02/2024 | Portadown FC | - | Ballyclare Comrades | 2:2 | |
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| 29. Round | 24/02/2024 | Ballinamallard United FC | - | Portadown FC | 1:2 | |
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| 32. Round | 16/03/2024 | Institute FC Drumahoe | - | Portadown FC | 1:2 | ||||
| 30. Round | 26/03/2024 | Portadown FC | - | Knockbreda FC | 2:0 |
Northern Ireland