2. Round | 01/09/2019 | Olympiakos Nikosia | - | Doxa Katokopias | 1:1 | ||||
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 | ||||
16. Round | 12/01/2020 | Olympiakos Nikosia | - | Apollon Limassol | 0:2 | ||||
17. Round | 25/01/2020 | Paphos FC | - | Olympiakos Nikosia | 1:1 | ||||
18. Round | 01/02/2020 | Olympiakos Nikosia | - | Omonia Nikosia | 0:2 | ||||
19. Round | 08/02/2020 | Olympiakos Nikosia | - | Anorthosis Famagusta | 2:1 | ||||
20. Round | 14/02/2020 | Ethnikos Achna | - | Olympiakos Nikosia | 0:1 | ||||
21. Round | 23/02/2020 | Olympiakos Nikosia | - | AEL Limassol | 1:1 | ||||
22. Round | 01/03/2020 | Enosis Neon Paralimni | - | Olympiakos Nikosia | 3:0 |