4. Round | 20/09/2019 | Olympiakos Nikosia | - | AEK Larnaca | 2:2 | ||||
6. Round | 20/10/2019 | Olympiakos Nikosia | - | Paphos FC | 1:1 | ||||
7. Round | 25/10/2019 | Omonia Nikosia | - | Olympiakos Nikosia | 1:1 | ||||
8. Round | 03/11/2019 | Anorthosis Famagusta | - | Olympiakos Nikosia | 4:0 |