| 3. Round | 19/08/2023 | H&W Welders | - | Dergview FC | 2:3 | ||||
| 4. Round | 26/08/2023 | Dergview FC | - | Annagh United | 0:1 | ||||
| 5. Round | 02/09/2023 | Dergview FC | - | Dundela FC | 0:1 |  |
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| 6. Round | 09/09/2023 | Newington FC | - | Dergview FC | 3:2 |  |
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| 7. Round | 16/09/2023 | Ards FC | - | Dergview FC | 4:2 | ||||
| 15. Round | 11/11/2023 | Portadown FC | - | Dergview FC | 4:1 | ||||
| 13. Round | 05/12/2023 | Dundela FC | - | Dergview FC | 3:2 | ||||
| 20. Round | 16/12/2023 | Annagh United | - | Dergview FC | 3:0 | ||||
| 21. Round | 23/12/2023 | Bangor FC | - | Dergview FC | 3:0 | ||||
| 23. Round | 30/12/2023 | Institute FC Drumahoe | - | Dergview FC | 0:0 | ||||
| 19. Round | 03/02/2024 | Dergview FC | - | H&W Welders | 0:5 | ||||
| 28. Round | 27/02/2024 | Dergview FC | - | Annagh United | 0:1 |
Northern Ireland