8. Round | 03/11/2019 | Anorthosis Famagusta | - | Olympiakos Nikosia | 4:0 | ||||
9. Round | 10/11/2019 | Olympiakos Nikosia | - | Ethnikos Achna | 4:0 | ||||
10. Round | 24/11/2019 | AEL Limassol | - | Olympiakos Nikosia | 0:0 | ||||
11. Round | 29/11/2019 | Olympiakos Nikosia | - | Enosis Neon Paralimni | 0:0 | ||||
12. Round | 07/12/2019 | Olympiakos Nikosia | - | APOEL Nikosia | 2:0 | ||||
15. Round | 04/01/2020 | AEK Larnaca | - | Olympiakos Nikosia | 0:0 | ||||
1. Round | 08/01/2020 | APOEL Nikosia | - | Olympiakos Nikosia | 4:2 | ||||
17. Round | 25/01/2020 | Paphos FC | - | Olympiakos Nikosia | 1:1 |