1. Round | 06/08/2018 | Crusaders FC | - | Ards FC | 4:2 | ||||
6. Round | 25/09/2018 | Dungannon Swifts | - | Crusaders 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 | ||||
13. Round | 27/10/2018 | Ballymena United | - | Crusaders FC | 3:0 | ||||
20. Round | 15/12/2018 | Crusaders FC | - | Dungannon Swifts | 1:0 | ||||
22. Round | 26/12/2018 | Cliftonville FC | - | Crusaders FC | 1:5 | ||||
23. Round | 29/12/2018 | Glentoran FC | - | Crusaders FC | 0:1 | ||||
25. Round | 11/01/2019 | Newry City FC | - | Crusaders FC | 0:1 |