6. Round | 07/09/2019 | Institute FC Drumahoe | - | Crusaders FC | 0:6 | ||||
7. Round | 14/09/2019 | Crusaders FC | - | Glenavon FC | 3:2 | ||||
8. Round | 21/09/2019 | Coleraine FC | - | Crusaders FC | 4:2 | ||||
10. Round | 04/10/2019 | Crusaders FC | - | Linfield FC | 1:0 | ||||
12. Round | 19/10/2019 | Crusaders FC | - | Coleraine FC | 0:2 | ||||
13. Round | 26/10/2019 | Glenavon FC | - | Crusaders FC | 2:2 | ||||
14. Round | 02/11/2019 | Crusaders FC | - | Institute FC Drumahoe | 1:1 | ||||
19. Round | 07/12/2019 | Crusaders FC | - | Ballymena United | 0:1 | ||||
23. Round | 28/12/2019 | Crusaders FC | - | Dungannon Swifts | 5:0 | ||||
24. Round | 01/01/2020 | Warrenpoint Town | - | Crusaders FC | 0:4 | ||||
25. Round | 10/01/2020 | Coleraine FC | - | Crusaders FC | 0:1 | ||||
26. Round | 18/01/2020 | Crusaders FC | - | Larne FC | 3:0 | ||||
29. Round | 03/03/2020 | Crusaders FC | - | Cliftonville FC | 0:0 | ||||
31. Round | 07/03/2020 | Crusaders FC | - | Institute FC Drumahoe | 2:1 |