| 1. Jornada | 04.08.2018 | Glentoran FC | - | Cliftonville FC | 1:2 | ||||
| 2. Jornada | 11.08.2018 | Cliftonville FC | - | Coleraine FC | 1:2 | ||||
| 3. Jornada | 18.08.2018 | Dungannon Swifts | - | Cliftonville FC | 1:1 | ||||
| 5. Jornada | 01.09.2018 | Newry City FC | - | Cliftonville FC | 1:0 | ||||
| 6. Jornada | 07.09.2018 | Cliftonville FC | - | Institute FC Drumahoe | 3:0 | ||||
| 7. Jornada | 15.09.2018 | Warrenpoint Town | - | Cliftonville FC | 2:1 | ||||
| 12. Jornada | 20.10.2018 | Cliftonville FC | - | Warrenpoint Town | 3:1 | ||||
| 13. Jornada | 27.10.2018 | Coleraine FC | - | Cliftonville FC | 1:2 | ||||
| 14. Jornada | 03.11.2018 | Cliftonville FC | - | Glentoran FC | 1:0 | ||||
| 18. Jornada | 01.12.2018 | Cliftonville FC | - | Dungannon Swifts | 5:1 | ||||
| 19. Jornada | 08.12.2018 | Cliftonville FC | - | Glenavon FC | 4:2 | ||||
| 20. Jornada | 15.12.2018 | Ards FC | - | Cliftonville FC | 1:3 | ||||
| 23. Jornada | 29.12.2018 | Cliftonville FC | - | Linfield FC | 0:2 | ||||
| 26. Jornada | 19.01.2019 | Dungannon Swifts | - | Cliftonville FC | 3:1 |
Irlanda del Norte