15. Round | 09/11/2019 | Cliftonville FC | - | Warrenpoint Town | 4:0 | ||||
18. Round | 30/11/2019 | Warrenpoint Town | - | Ballymena United | 2:1 | ||||
20. Round | 14/12/2019 | Warrenpoint Town | - | Linfield FC | 0:2 | ||||
24. Round | 01/01/2020 | Warrenpoint Town | - | Crusaders FC | 0:4 |