16. Round | 17/11/2018 | Ballymena United | - | Cliftonville FC | 2:1 | ||||
17. Round | 24/11/2018 | Linfield FC | - | Cliftonville FC | 4:2 | ||||
18. Round | 01/12/2018 | Cliftonville FC | - | Dungannon Swifts | 5:1 | ||||
19. Round | 08/12/2018 | Cliftonville FC | - | Glenavon FC | 4:2 | ||||
20. Round | 15/12/2018 | Ards FC | - | Cliftonville FC | 1:3 | ||||
21. Round | 22/12/2018 | Institute FC Drumahoe | - | Cliftonville FC | 6:4 |