| 17. Round | 23/02/2021 | Dungannon Swifts | - | Glenavon FC | 1:2 | ||||
| 22. Round | 27/02/2021 | Dungannon Swifts | - | Glentoran FC | 0:1 | ||||
| 23. Round | 02/03/2021 | Warrenpoint Town | - | Dungannon Swifts | 4:1 |  |
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| 24. Round | 06/03/2021 | Dungannon Swifts | - | Coleraine FC | 2:3 | ||||
| 31. Round | 13/03/2021 | Dungannon Swifts | - | Larne FC | 0:2 | ||||
| 18. Round | 16/03/2021 | Linfield FC | - | Dungannon Swifts | 2:0 | |
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| 25. Round | 20/03/2021 | Dungannon Swifts | - | Portadown FC | 0:1 | ||||
| 20. Round | 23/03/2021 | Dungannon Swifts | - | Crusaders FC | 2:1 | ||||
| 26. Round | 27/03/2021 | Ballymena United | - | Dungannon Swifts | 5:1 | ||||
| 27. Round | 30/03/2021 | Dungannon Swifts | - | Glenavon FC | 0:4 | |
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| 28. Round | 03/04/2021 | Dungannon Swifts | - | Linfield FC | 0:2 | ||||
| 29. Round | 06/04/2021 | Cliftonville FC | - | Dungannon Swifts | 3:0 | ||||
| 30. Round | 10/04/2021 | Glentoran FC | - | Dungannon Swifts | 2:0 | ||||
| 15. Round | 13/04/2021 | Portadown FC | - | Dungannon Swifts | 1:0 | ||||
| 32. Round | 16/04/2021 | Carrick Rangers | - | Dungannon Swifts | 1:1 | ||||
| 33. Round | 24/04/2021 | Dungannon Swifts | - | Crusaders FC | 0:2 |
Northern Ireland