| 25. Round | 12/01/2019 | Linfield FC | - | Warrenpoint Town | 4:0 |  |
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| 28. Round | 09/02/2019 | Warrenpoint Town | - | Glentoran FC | 0:5 | ||||
| 29. Round | 15/02/2019 | Dungannon Swifts | - | Warrenpoint Town | 4:3 | |
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| 30. Round | 23/02/2019 | Warrenpoint Town | - | Cliftonville FC | 0:2 | ||||
| 20. Round | 26/02/2019 | Glentoran FC | - | Warrenpoint Town | 3:1 | ||||
| 32. Round | 16/03/2019 | Ards FC | - | Warrenpoint Town | 0:1 | ||||
| 31. Round | 19/03/2019 | Warrenpoint Town | - | Crusaders FC | 1:3 | |
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| 33. Round | 23/03/2019 | Ballymena United | - | Warrenpoint Town | 1:2 |  |
Brazil