2. Round | 11/08/2018 | Crusaders FC | - | Ballymena United | 2:2 | ||||
3. Round | 18/08/2018 | Crusaders FC | - | Linfield FC | 0:2 | ||||
4. Round | 25/08/2018 | Warrenpoint Town | - | Crusaders FC | 1:2 | ||||
7. Round | 15/09/2018 | Crusaders FC | - | Newry City FC | 1:0 | ||||
8. Round | 22/09/2018 | Glenavon FC | - | Crusaders FC | 3:2 | ||||
6. Round | 25/09/2018 | Dungannon Swifts | - | Crusaders FC | 3:2 | ||||
9. Round | 29/09/2018 | Institute FC Drumahoe | - | Crusaders FC | 1:4 | ||||
10. Round | 05/10/2018 | Crusaders FC | - | Cliftonville FC | 3:2 | ||||
11. Round | 13/10/2018 | Crusaders FC | - | Glentoran FC | 3:0 | ||||
12. Round | 20/10/2018 | Coleraine FC | - | Crusaders FC | 1:0 | ||||
14. Round | 02/11/2018 | Newry City FC | - | Crusaders FC | 0:3 | ||||
15. Round | 10/11/2018 | Ards FC | - | Crusaders FC | 0:1 | ||||
16. Round | 17/11/2018 | Crusaders FC | - | Glenavon FC | 3:0 | ||||
17. Round | 24/11/2018 | Crusaders FC | - | Institute FC Drumahoe | 3:2 | ||||
18. Round | 01/12/2018 | Glentoran FC | - | Crusaders FC | 2:2 | ||||
19. Round | 08/12/2018 | Linfield FC | - | Crusaders FC | 4:1 | ||||
31. Round | 19/03/2019 | Warrenpoint Town | - | Crusaders FC | 1:3 | ||||
33. Round | 23/03/2019 | Ards FC | - | Crusaders FC | 2:2 |