22. Round | 26/12/2019 | Crusaders FC | - | Cliftonville FC | 1:2 | ||||
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 | ||||
27. Round | 25/01/2020 | Crusaders FC | - | Ballymena United | 2:0 | ||||
28. Round | 08/02/2020 | Glenavon FC | - | Crusaders FC | 2:1 | ||||
30. Round | 21/02/2020 | Linfield FC | - | Crusaders FC | 4:0 | ||||
29. Round | 03/03/2020 | Crusaders FC | - | Cliftonville FC | 0:0 | ||||
31. Round | 07/03/2020 | Crusaders FC | - | Institute FC Drumahoe | 2:1 |