| 3. Round | 16/09/2018 | Ermis Aradippou | - | APOEL Nikosia | 0:1 |  |
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| 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 | ||||
| 9. Round | 10/11/2018 | Ermis Aradippou | - | Paphos FC | 3:0 |  |
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| 10. Round | 26/11/2018 | Ermis Aradippou | - | Doxa Katokopias | 1:1 | |
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| 11. Round | 02/12/2018 | Anorthosis Famagusta | - | Ermis Aradippou | 2:1 | |
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| 12. Round | 10/12/2018 | AEL Limassol | - | Ermis Aradippou | 3:2 | ||||
| 13. Round | 15/12/2018 | Ermis Aradippou | - | Alki Oroklini | 2:4 | |
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| 14. Round | 22/12/2018 | APOEL Nikosia | - | Ermis Aradippou | 2:0 | ||||
| 15. Round | 07/01/2019 | Ermis Aradippou | - | Enosis Neon Paralimni | 0:0 | |
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| 16. Round | 13/01/2019 | AEK Larnaca | - | Ermis Aradippou | 2:2 | |
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| 18. Round | 26/01/2019 | Nea Salamina | - | Ermis Aradippou | 1:0 | |
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| 21. Round | 17/02/2019 | Doxa Katokopias | - | Ermis Aradippou | 1:1 | |
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| 22. Round | 23/02/2019 | Ermis Aradippou | - | Anorthosis Famagusta | 2:3 | |
Greece