| 1. Jornada | 26.08.2018 | Olympiacos | - | Levadiakos | 1:0 | ||||
| 2. Jornada | 02.09.2018 | Olympiacos | - | PAS Giannina | 5:0 | ||||
| 3. Jornada | 16.09.2018 | Olympiacos | - | Asteras Tripolis | 2:1 |  |
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| 4. Jornada | 24.09.2018 | Panionios GSS | - | Olympiacos | 0:1 | ||||
| 5. Jornada | 30.09.2018 | Olympiacos | - | PAOK Saloniki | 0:1 | ||||
| 6. Jornada | 07.10.2018 | AEK Athen | - | Olympiacos | 1:1 | |
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| 8. Jornada | 29.10.2018 | Olympiacos | - | Apollon Smyrnis | 1:0 | |
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| 9. Jornada | 04.11.2018 | Aris Saloniki | - | Olympiacos | 0:1 | ||||
| 10. Jornada | 11.11.2018 | Olympiacos | - | Panathinaikos | 1:1 | ||||
| 11. Jornada | 25.11.2018 | Atromitos | - | Olympiacos | 1:2 |  |
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| 12. Jornada | 03.12.2018 | Olympiacos | - | Panetolikos | 2:1 | ||||
| 13. Jornada | 09.12.2018 | Xanthi FC | - | Olympiacos | 1:1 | |
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| 16. Jornada | 13.01.2019 | Levadiakos | - | Olympiacos | 0:2 | ||||
| 17. Jornada | 19.01.2019 | PAS Giannina | - | Olympiacos | 1:2 | ||||
| 18. Jornada | 27.01.2019 | Asteras Tripolis | - | Olympiacos | 0:2 | ||||
| 19. Jornada | 02.02.2019 | Olympiacos | - | Panionios GSS | 4:0 | |
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| 20. Jornada | 10.02.2019 | PAOK Saloniki | - | Olympiacos | 3:1 | |
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| 21. Jornada | 17.02.2019 | Olympiacos | - | AEK Athen | 4:1 |
Serbia