| ROUND | R2 | R3 | QF | SF | F |
| Season archive |
| Tuesday, 8 October 2019 | ||||||
| r3 | Cliftonville | 3-2 | Bangor | |||
| 13 | Donnelly | 55 | Cooling | |||
| 38 | Gormley | 69(og) | Gorman | |||
| 61 | Gormley | |||||
| r3 | Ballymena United | 6-0 | Dollingstown | |||
| 25 | Kane | |||||
| 43 | Millar | |||||
| 49 | McGinty | |||||
| 55 | Kane | |||||
| 71 | Millar | |||||
| 89 | Mayse | |||||
| r3 | Coleraine | 2-1 | Glentoran | |||
| 60 | Glackin | 69 | Nasseri | |||
| 66(p) | Doherty | |||||
| r3 | Limavady United | 1-4 | Crusaders | |||
| 49 | Doherty | 6 | Coates | |||
| 23 | Cushley | |||||
| 25 | McGonigle | |||||
| 52 | McElroy | |||||
| r3 | Institute | 3-0 | H&W Welders | |||
| 27 | Curry | |||||
| 85 | McIntyre | |||||
| 88 | Tourish | |||||
| r3 | Larne | 1-3 | Dundela | |||
| 76 | Watson | 7 | Beggs | |||
| 72 | Holden | |||||
| 81 | Beggs | |||||
| Wednesday, 23 October 2019 | ||||||
| r3 | Glenavon | 2-3 | Newry City | |||
| 46 | Jenkins | 51 | McCabe | |||
| 65 | Jenkins | 62 | Foley | |||
| 87 | ||||||
| 3 | Jonny FRAZER (Glentoran) | |
| Ian PARKHILL (Coleraine) | ||
| +2 | Joe GORMLEY (Cliftonville) | |
| 2 | +2 | Jordan JENKINS (Glenavon) |
| +2 | Leroy MILLAR (Ballymena United) | |
| +2 | Kenny KANE (Ballymena United) | |
| Kym NELSON (Ards) | ||
| +1 | Ben DOHERTY (Coleraine, 2p) | |
| +1 | Ross HOLDEN (Dundela) | |
| +1 | Mark COOLING (Bangor, 1p) | |
| Sean McCARRON (Limavady United) | ||
| +1 | Conor TOURISH (Institute) | |
| +2 | Owain BEGGS (Dundela) | |
| Ryan CAMPBELL (Ballinamallard United) |