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| 28.08.2018 | 20:45 | Annagh United | - | Warrenpoint Town | 1:3 (1:2) | |
| 20:45 | Ards FC | - | Newington Youth Club | 3:2 (3:1) | ||
| 20:45 | Ballinamallard United FC | - | Lurgan Celtic | 4:1 (2:1) | ||
| 20:45 | Carrick Rangers | - | Sport & Leisure Swifts | 6:0 (1:0) | ||
| 20:45 | Cliftonville FC | - | Lisburn Distillery | 5:1 (3:0) | ||
| 20:45 | Coleraine FC | - | Ballyclare Comrades | 2:1 (1:1) | ||
| 20:45 | Dungannon Swifts | - | Limavady United | 2:1 (0:0, 1:1) ap | ||
| 20:45 | Glenavon FC | - | Dergview FC | 0:1 (0:1) | ||
| 20:45 | Institute FC Drumahoe | - | Loughgall FC | 5:1 (3:0) | ||
| 20:45 | Glentoran FC | - | Larne FC | 3:2 (1:1, 2:2) ap | ||
| 20:45 | Linfield FC | - | Moyola Park FC | 8:0 (1:0) | ||
| 20:45 | Newry City FC | - | Knockbreda FC | 1:0 (1:0) | ||
| 20:45 | Crusaders FC | - | PSNI FC | 4:1 (1:1) | ||
| 20:45 | Ballymena United | - | Dollingstown FC | 5:1 (2:1) | ||
| 21:00 | Portadown FC | - | Tobermore United | 3:0 (0:0, 0:0) ap | ||
| 12.09.2018 | 20:45 | H&W Welders | - | Portstewart FC | 4:2 (1:0, 1:1, 3:3) tab |
