| 1. Round | 17/10/2020 | Warrenpoint Town | - | Crusaders FC | 0:1 | ||||
| 2. Round | 23/10/2020 | Crusaders FC | - | Cliftonville FC | 1:0 | ||||
| 3. Round | 30/10/2020 | Linfield FC | - | Crusaders FC | 2:1 | ||||
| 4. Round | 07/11/2020 | Ballymena United | - | Crusaders FC | 1:4 | ||||
| 7. Round | 21/11/2020 | Crusaders FC | - | Dungannon Swifts | 3:1 |  |
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| 8. Round | 28/11/2020 | Glenavon FC | - | Crusaders FC | 3:1 | ||||
| 14. Round | 02/01/2021 | Crusaders FC | - | Warrenpoint Town | 4:0 | ||||
| 12. Round | 09/01/2021 | Cliftonville FC | - | Crusaders FC | 2:2 | ||||
| 17. Round | 26/01/2021 | Portadown FC | - | Crusaders FC | 2:2 | |
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| 25. Round | 19/03/2021 | Crusaders FC | - | Linfield FC | 1:2 | ||||
| 20. Round | 23/03/2021 | Dungannon Swifts | - | Crusaders FC | 2:1 | ||||
| 26. Round | 27/03/2021 | Glentoran FC | - | Crusaders FC | 1:0 | ||||
| 28. Round | 02/04/2021 | Ballymena United | - | Crusaders FC | 0:1 | |
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| 29. Round | 06/04/2021 | Carrick Rangers | - | Crusaders FC | 1:1 | ||||
| 30. Round | 10/04/2021 | Crusaders FC | - | Cliftonville FC | 2:2 | ||||
| 32. Round | 16/04/2021 | Crusaders FC | - | Glenavon FC | 6:1 | ||||
| 33. Round | 24/04/2021 | Dungannon Swifts | - | Crusaders FC | 0:2 |
Northern Ireland