6. Round | 07/09/2019 | Glentoran FC | - | Larne FC | 2:1 | ||||
7. Round | 14/09/2019 | Linfield FC | - | Glentoran FC | 1:0 | ||||
8. Round | 21/09/2019 | Glentoran FC | - | Warrenpoint Town | 2:1 | ||||
9. Round | 28/09/2019 | Crusaders FC | - | Glentoran FC | 5:2 | ||||
16. Round | 28/01/2020 | Glentoran FC | - | Glenavon FC | 4:0 |