| 1. Round | 26/08/2018 | Panionios GSS | - | OFI Heraklion | 2:2 | ||||
| 3. Round | 15/09/2018 | OFI Heraklion | - | PAOK Saloniki | 1:3 |  |
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| 5. Round | 29/09/2018 | OFI Heraklion | - | AEK Athen | 0:3 | ||||
| 10. Round | 10/11/2018 | Levadiakos | - | OFI Heraklion | 2:1 | ||||
| 11. Round | 25/11/2018 | OFI Heraklion | - | Aris Saloniki | 1:2 |  |
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| 12. Round | 01/12/2018 | PAS Giannina | - | OFI Heraklion | 1:1 | ||||
| 13. Round | 09/12/2018 | OFI Heraklion | - | Panathinaikos | 3:1 | ||||
| 14. Round | 15/12/2018 | Asteras Tripolis | - | OFI Heraklion | 2:1 | ||||
| 18. Round | 27/01/2019 | PAOK Saloniki | - | OFI Heraklion | 4:0 | ||||
| 26. Round | 31/03/2019 | Aris Saloniki | - | OFI Heraklion | 3:1 | ||||
| 27. Round | 06/04/2019 | OFI Heraklion | - | PAS Giannina | 1:0 | ||||
| 28. Round | 14/04/2019 | Panathinaikos | - | OFI Heraklion | 1:3 | |
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| 29. Round | 21/04/2019 | OFI Heraklion | - | Asteras Tripolis | 1:1 | |
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| 30. Round | 05/05/2019 | Atromitos | - | OFI Heraklion | 0:2 | |
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France