| 12. Round | 13/10/2023 | Glenavon FC | - | Cliftonville FC | 0:1 | ||||
| 13. Round | 20/10/2023 | Cliftonville FC | - | Linfield FC | 0:1 | ||||
| 14. Round | 28/10/2023 | Coleraine FC | - | Cliftonville FC | 1:2 | ||||
| 15. Round | 03/11/2023 | Larne FC | - | Cliftonville FC | 2:1 |  |
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| 16. Round | 11/11/2023 | Cliftonville FC | - | Newry City FC | 1:0 | |
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| 17. Round | 19/11/2023 | Carrick Rangers | - | Cliftonville FC | 0:3 | |
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| 18. Round | 25/11/2023 | Cliftonville FC | - | Crusaders FC | 3:0 | ||||
| 19. Round | 02/12/2023 | Dungannon Swifts | - | Cliftonville FC | 1:4 | |
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| 20. Round | 09/12/2023 | Cliftonville FC | - | Glentoran FC | 2:2 | |
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| 21. Round | 16/12/2023 | Loughgall FC | - | Cliftonville FC | 1:4 | |
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| 22. Round | 23/12/2023 | Cliftonville FC | - | Ballymena United | 2:0 | |
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| 23. Round | 26/12/2023 | Cliftonville FC | - | Crusaders FC | 2:1 | ||||
| 25. Round | 13/01/2024 | Newry City FC | - | Cliftonville FC | 1:2 | ||||
| 26. Round | 20/01/2024 | Cliftonville FC | - | Ballymena United | 3:0 | |
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| 27. Round | 26/01/2024 | Carrick Rangers | - | Cliftonville FC | 0:1 | ||||
| 24. Round | 06/02/2024 | Glentoran FC | - | Cliftonville FC | 2:2 | |
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| 28. Round | 10/02/2024 | Cliftonville FC | - | Coleraine FC | 4:1 | |
Northern Ireland