5. Round | 31/08/2019 | Warrenpoint Town | - | Cliftonville FC | 1:5 | ||||
7. Round | 14/09/2019 | Dungannon Swifts | - | Cliftonville FC | 0:4 | ||||
11. Round | 12/10/2019 | Cliftonville FC | - | Larne FC | 1:0 | ||||
13. Round | 26/10/2019 | Cliftonville FC | - | Dungannon Swifts | 5:0 | ||||
14. Round | 02/11/2019 | Glenavon FC | - | Cliftonville FC | 1:2 | ||||
15. Round | 09/11/2019 | Cliftonville FC | - | Warrenpoint Town | 4:0 | ||||
19. Round | 07/12/2019 | Linfield FC | - | Cliftonville FC | 1:0 | ||||
21. Round | 21/12/2019 | Cliftonville FC | - | Coleraine FC | 1:0 | ||||
22. Round | 26/12/2019 | Crusaders FC | - | Cliftonville FC | 1:2 | ||||
25. Round | 13/01/2020 | Cliftonville FC | - | Linfield FC | 1:2 | ||||
20. Round | 04/02/2020 | Cliftonville FC | - | Carrick Rangers | 3:1 | ||||
28. Round | 08/02/2020 | Cliftonville FC | - | Dungannon Swifts | 1:1 | ||||
30. Round | 22/02/2020 | Cliftonville FC | - | Ballymena United | 1:1 | ||||
31. Round | 07/03/2020 | Glentoran FC | - | Cliftonville FC | 0:2 |