| 1. Jornada | 08.01.2020 | APOEL Nikosia | - | Olympiacos Nikosia | 4:2 | ||||
| 19. Jornada | 08.02.2020 | Olympiacos Nikosia | - | Anorthosis Famagusta | 2:1 | ||||
| 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 |  |
Chipre