16. Round | 15/11/2019 | Carrick Rangers | - | Crusaders FC | 1:3 | ||||
21. Round | 21/12/2019 | Linfield FC | - | Crusaders FC | 1:1 | ||||
23. Round | 28/12/2019 | Crusaders FC | - | Dungannon Swifts | 5:0 | ||||
24. Round | 01/01/2020 | Warrenpoint Town | - | Crusaders FC | 0:4 | ||||
30. Round | 21/02/2020 | Linfield FC | - | Crusaders FC | 4:0 |