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| 27.04.2021 | Ards FC | - | Dollingstown FC | n.gesp. | ||
| Glentoran FC | - | Dundela FC | n.gesp. | |||
| H&W Welders | - | St. James' Swifts | n.gesp. | |||
| Institute FC Drumahoe | - | PSNI FC | n.gesp. | |||
| Larne FC | - | Newry City FC | n.gesp. | |||
| Queen's University Belfast | - | Bangor FC | n.gesp. | |||
| 20:45 | Ballymena United | - | Portadown FC | 4:1 | ||
| 20:45 | Carrick Rangers | - | Belfast Celtic FC | 3:0 | ||
| 20:45 | Cliftonville FC | - | Portstewart FC | 5:1 | ||
| 20:45 | Coleraine FC | - | Crusaders FC | 0:1 | ||
| 20:45 | Glenavon FC | - | Dungannon Swifts | 1:2 | ||
| 20:45 | Linfield FC | - | Annagh United | 2:0 | ||
| 20:45 | Warrenpoint Town | - | Ballyclare Comrades | 2:1 | ||
| 01.05.2021 | 15:30 | Knockbreda FC | - | Newington Youth Club | 2:1 | |
| 16:00 | Ballinamallard United FC | - | Dergview FC | 8:9 i.E. | ||
| 16:00 | Loughgall FC | - | Banbridge Town | 3:2 i.E. |
