| 3. Round | 16/09/2018 | Ermis Aradippou | - | APOEL Nikosia | 0:1 | ||||
| 4. Round | 22/09/2018 | Enosis Neon Paralimni | - | Ermis Aradippou | 2:0 | ||||
| 5. Round | 07/10/2018 | Ermis Aradippou | - | AEK Larnaca | 1:2 | ||||
| 6. Round | 20/10/2018 | Apollon Limassol | - | Ermis Aradippou | 5:0 | ||||
| 7. Round | 28/10/2018 | Ermis Aradippou | - | Nea Salamina | 0:1 | ||||
| 8. Round | 04/11/2018 | Omonia Nikosia | - | Ermis Aradippou | 2:1 |  |
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| 9. Round | 10/11/2018 | Ermis Aradippou | - | Paphos FC | 3:0 | ||||
| 10. Round | 26/11/2018 | Ermis Aradippou | - | Doxa Katokopias | 1:1 | ||||
| 13. Round | 15/12/2018 | Ermis Aradippou | - | Alki Oroklini | 2:4 | ||||
| 14. Round | 22/12/2018 | APOEL Nikosia | - | Ermis Aradippou | 2:0 | ||||
| 16. Round | 13/01/2019 | AEK Larnaca | - | Ermis Aradippou | 2:2 | ||||
| 17. Round | 19/01/2019 | Ermis Aradippou | - | Apollon Limassol | 0:3 | ||||
| 18. Round | 26/01/2019 | Nea Salamina | - | Ermis Aradippou | 1:0 | |
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| 20. Round | 11/02/2019 | Paphos FC | - | Ermis Aradippou | 2:1 | ||||
| 21. Round | 17/02/2019 | Doxa Katokopias | - | Ermis Aradippou | 1:1 | ||||
| 22. Round | 23/02/2019 | Ermis Aradippou | - | Anorthosis Famagusta | 2:3 |
Cyprus