| 11. Ronde | 12.10.2019 | Ballymena United | - | Crusaders FC | 1:1 | ||||
| 12. Ronde | 19.10.2019 | Crusaders FC | - | Coleraine FC | 0:2 |  |
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| 14. Ronde | 02.11.2019 | Crusaders FC | - | Institute FC Drumahoe | 1:1 | ||||
| 22. Ronde | 26.12.2019 | Crusaders FC | - | Cliftonville FC | 1:2 | ||||
| 23. Ronde | 28.12.2019 | Crusaders FC | - | Dungannon Swifts | 5:0 | ||||
| 24. Ronde | 01.01.2020 | Warrenpoint Town | - | Crusaders FC | 0:4 |
Noord-Ierland