| ROUND | R2 | R3 | QF | SF | F |
| Season archive |
| Tuesday, 9 October 2018 | ||||||
| r3 | Cliftonville | 3-2 | Carrick Rangers | |||
| 14 | Ives | 77 | Kelly | |||
| 45(p) | Gormley | 87 | Anderson | |||
| 89(p) | Gormley | |||||
| r3 | Ballymena United | 1-0 | H&W Welders | |||
| 90 | Winchester | |||||
| r3 | Crusaders | 2-1 | Ballinamallard United | |||
| 80 | Owens | 65 | ||||
| 90 | Snoddy | |||||
| r3 | Dergview | 1-4 | Ards | |||
| 31 | Falconer | 16 | McLellan | |||
| 61 | McLellan | |||||
| 72 | Waide | |||||
| 86 | Cherry | |||||
| r3 | Warrenpoint Town | 2-3 | Dungannon Swifts | aet | ||
| 45 | Donnelly | 45 | O'Rourke | |||
| 88 | Donnelly | 80(og) | Reilly | |||
| 119 | Clucas | |||||
| Tuesday, 30 October 2018 | ||||||
| r3 | Linfield | 5-0 | Institute | |||
| 20 | Quinn | |||||
| 30 | Waterworth | |||||
| 32 | Quinn | |||||
| 61 | Waterworth | |||||
| 79 | Millar | |||||
| r3 | Glentoran | 3-3 | Coleraine | aet, p3-2 | ||
| 22 | Herron | 21 | Carson | |||
| 62 | Allen | 85 | McGonigle | |||
| 109 | Allen | 108(p) | McGonigle | |||
| r3 | Newry City | 1-1 | Portadown | aet, p1-4 | ||
| 40 | King | 76 | McCallum | |||
| 7 | +2 | Andy WATERWORTH (Linfield) |
| 4 | +2 | Joe GORMLEY (Cliftonville, 2p) |
| 3 | Stewart NIXON (Carrick Rangers) | |
| +2 | Jamie McGONIGLE (Coleraine, 1p) | |
| +2 | Michael McLELLAN (Ards, 1p) | |
| +1 | Daniel KELLY (Carrick Rangers) | |
| 2 | David RAINEY (H&W Welders) | |
| David CUSHLEY (Crusaders) | ||
| Leroy MILLAR (Ballymena United) | ||
| +2 | Niall QUINN (Linfield) | |
| Darren HENDERSON (Institute) | ||
| +2 | Curtis ALLEN (Glentoran) | |
| Jonah MITCHELL (Ards) | ||
| Adam SALLEY (Portadown) | ||
| Cathair FRIEL (Ballymena United) | ||
| +2 | Philip DONNELLY (Warrenpoint Town) | |
| Ryan CAMPBELL (Ballinamallard United) |