1. Round | 09/08/2019 | Glenavon FC | - | Glentoran FC | 1:1 | ||||
2. Round | 13/08/2019 | Glentoran FC | - | Coleraine FC | 2:2 | ||||
3. Round | 17/08/2019 | Dungannon Swifts | - | Glentoran FC | 3:1 | ||||
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 | ||||
10. Round | 04/10/2019 | Glentoran FC | - | Cliftonville FC | 0:1 | ||||
12. Round | 18/10/2019 | Larne FC | - | Glentoran FC | 2:3 | ||||
18. Round | 30/11/2019 | Cliftonville FC | - | Glentoran FC | 0:2 | ||||
19. Round | 07/12/2019 | Coleraine FC | - | Glentoran FC | 2:2 | ||||
21. Round | 21/12/2019 | Carrick Rangers | - | Glentoran FC | 0:1 | ||||
23. Round | 28/12/2019 | Glentoran FC | - | Ballymena United | 2:0 |