| 2. Jornada | 01.09.2019 | Olympiacos Nikosia | - | Doxa Katokopias | 1:1 |  |
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| 3. Jornada | 16.09.2019 | Nea Salamina | - | Olympiacos Nikosia | 3:2 | ||||
| 4. Jornada | 20.09.2019 | Olympiacos Nikosia | - | AEK Larnaca | 2:2 | ||||
| 5. Jornada | 06.10.2019 | Apollon Limassol | - | Olympiacos Nikosia | 3:1 | |
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| 6. Jornada | 20.10.2019 | Olympiacos Nikosia | - | Paphos FC | 1:1 | |
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| 9. Jornada | 10.11.2019 | Olympiacos Nikosia | - | Ethnikos Achna | 4:0 | ||||
| 13. Jornada | 13.12.2019 | Doxa Katokopias | - | Olympiacos Nikosia | 2:6 | ||||
| 14. Jornada | 22.12.2019 | Olympiacos Nikosia | - | Nea Salamina | 0:3 | ||||
| 15. Jornada | 04.01.2020 | AEK Larnaca | - | Olympiacos Nikosia | 0:0 | ||||
| 1. Jornada | 08.01.2020 | APOEL Nikosia | - | Olympiacos Nikosia | 4:2 |  |
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| 16. Jornada | 12.01.2020 | Olympiacos Nikosia | - | Apollon Limassol | 0:2 | |
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| 17. Jornada | 25.01.2020 | Paphos FC | - | Olympiacos Nikosia | 1:1 | ||||
| 18. Jornada | 01.02.2020 | Olympiacos Nikosia | - | Omonia Nikosia | 0:2 | |
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| 20. Jornada | 14.02.2020 | Ethnikos Achna | - | Olympiacos Nikosia | 0:1 | ||||
| 21. Jornada | 23.02.2020 | Olympiacos Nikosia | - | AEL Limassol | 1:1 | ||||
| 22. Jornada | 01.03.2020 | Enosis Neon Paralimni | - | Olympiacos Nikosia | 3:0 |
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