| 8. Jornada | 03.11.2019 | Anorthosis Famagusta | - | Olympiacos Nikosia | 4:0 | ||||
| 9. Jornada | 10.11.2019 | Olympiacos Nikosia | - | Ethnikos Achna | 4:0 |  |
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| 10. Jornada | 24.11.2019 | AEL Limassol | - | Olympiacos Nikosia | 0:0 | ||||
| 11. Jornada | 29.11.2019 | Olympiacos Nikosia | - | Enosis Neon Paralimni | 0:0 | ||||
| 12. Jornada | 07.12.2019 | Olympiacos Nikosia | - | APOEL Nikosia | 2:0 | ||||
| 15. Jornada | 04.01.2020 | AEK Larnaca | - | Olympiacos Nikosia | 0:0 | |
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| 1. Jornada | 08.01.2020 | APOEL Nikosia | - | Olympiacos Nikosia | 4:2 | ||||
| 17. Jornada | 25.01.2020 | Paphos FC | - | Olympiacos Nikosia | 1:1 |
Camerún