| 2. Jornada | 01.09.2019 | Olympiacos Nikosia | - | Doxa Katokopias | 1:1 | ||||
| 3. Jornada | 16.09.2019 | Nea Salamina | - | Olympiacos Nikosia | 3:2 | ||||
| 5. Jornada | 06.10.2019 | Apollon Limassol | - | Olympiacos Nikosia | 3:1 | ||||
| 9. Jornada | 10.11.2019 | Olympiacos Nikosia | - | Ethnikos Achna | 4:0 | ||||
| 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 | ||||
| 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 | ||||
| 16. Jornada | 12.01.2020 | Olympiacos Nikosia | - | Apollon Limassol | 0:2 |
Eslovaquia