| 3. Round | 15/08/2023 | Newry City FC | - | Cliftonville FC | 0:3 | ||||
| 4. Round | 19/08/2023 | Glenavon FC | - | Newry City FC | 1:3 | ||||
| 5. Round | 26/08/2023 | Newry City FC | - | Crusaders FC | 0:4 | ||||
| 10. Round | 30/09/2023 | Linfield FC | - | Newry City FC | 6:1 |  |
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| 18. Round | 24/11/2023 | Newry City FC | - | Glenavon FC | 0:3 | ||||
| 21. Round | 16/12/2023 | Glentoran FC | - | Newry City FC | 1:0 | ||||
| 23. Round | 26/12/2023 | Newry City FC | - | Glenavon FC | 0:4 | ||||
| 24. Round | 30/12/2023 | Dungannon Swifts | - | Newry City FC | 5:0 | ||||
| 25. Round | 13/01/2024 | Newry City FC | - | Cliftonville FC | 1:2 | ||||
| 29. Round | 17/02/2024 | Glentoran FC | - | Newry City FC | 8:2 |
Northern Ireland