| 1. Round | 01/05/2021 | Portadown FC | - | Warrenpoint Town | 1:2 |  |
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| 2. Round | 04/05/2021 | Glenavon FC | - | Portadown FC | 4:1 | |
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| 3. Round | 15/05/2021 | Portadown FC | - | Carrick Rangers | 2:1 | ||||
| 4. Round | 25/05/2021 | Portadown FC | - | Dungannon Swifts | 4:2 | ||||
| 5. Round | 29/05/2021 | Ballymena United | - | Portadown FC | 4:2 |
Ireland