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| 03.10.2023 | 20:45 | Loughgall FC | - | Ballyclare Comrades | 3:2 (1:1) | |
| 20:45 | Annagh United | - | Portstewart FC | 4:1 (0:1) | ||
| 20:45 | Limavady United | - | Dundela FC | 2:0 (1:0) | ||
| 20:45 | Coleraine FC | - | Bangor FC | 2:1 (0:0) | ||
| 20:45 | H&W Welders | - | Newry City FC | 1:2 (0:1) | ||
| 20:45 | Ballinamallard United FC | - | Ards FC | 1:5 (0:3) | ||
| 20:45 | Glenavon FC | - | Dergview FC | 2:1 (0:0) | ||
| 20:45 | Warrenpoint Town | - | Crusaders FC | 0:5 (0:1) | ||
| 20:45 | Ballymena United | - | Lisburn Distillery | 4:0 (3:0) | ||
| 20:45 | Larne FC | - | Knockbreda FC | 9:1 (4:0) | ||
| 20:45 | Portadown FC | - | Coagh United | 4:1 (2:0) | ||
| 20:45 | Dungannon Swifts | - | Newington FC | 3:1 (1:0) | ||
| 20:45 | Linfield FC | - | Queen's University Belfast | 3:1 (1:1) | ||
| 20:45 | Dollingstown FC | - | Glentoran FC | 0:2 (0:1) | ||
| 21:00 | Cliftonville FC | - | Institute FC Drumahoe | 3:0 (1:0) | ||
| 21:00 | Carrick Rangers | - | Moyola Park FC | 4:1 (4:1) |
