| Pr. League | 11/05/19 | Glentoran FC | - | Cliftonville FC | 0:2 aet | ||||
| Pr. League | 13/08/19 | Cliftonville FC | - | Glenavon FC | 3:1 | ||||
| Pr. League | 07/09/19 | Cliftonville FC | - | Linfield FC | 0:1 | ||||
| Pr. League | 09/11/19 | Cliftonville FC | - | Warrenpoint Town | 4:0 | ||||
| Pr. League | 26/12/19 | Crusaders FC | - | Cliftonville FC | 1:2 |
Ireland