| 1. Round | 19/08/2013 | AEL Kalloni | - | Olympiakos Piraeus | 0:1 | ||||
| 3. Round | 01/09/2013 | Levadiakos | - | Olympiakos Piraeus | 0:5 |  |
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| 4. Round | 14/09/2013 | Olympiakos Piraeus | - | Skoda Xanthi | 4:0 | ||||
| 5. Round | 22/09/2013 | Panetolikos | - | Olympiakos Piraeus | 0:0 | ||||
| 6. Round | 28/09/2013 | Panionios GSS | - | Olympiakos Piraeus | 0:2 | |
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| 7. Round | 06/10/2013 | Olympiakos Piraeus | - | Veria FC | 6:0 | ||||
| 8. Round | 19/10/2013 | Platanias Chanion | - | Olympiakos Piraeus | 1:4 | |
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| 9. Round | 27/10/2013 | Olympiakos Piraeus | - | OFI Heraklion | 5:1 | ||||
| 10. Round | 02/11/2013 | Panathinaikos | - | Olympiakos Piraeus | 0:1 | ||||
| 12. Round | 23/11/2013 | Panthrakikos | - | Olympiakos Piraeus | 1:4 | ||||
| 13. Round | 01/12/2013 | Olympiakos Piraeus | - | Ergotelis | 3:0 | ||||
| 14. Round | 07/12/2013 | Olympiakos Piraeus | - | Asteras Tripolis | 2:0 | ||||
| 15. Round | 15/12/2013 | Aris Saloniki | - | Olympiakos Piraeus | 0:2 | |
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| 16. Round | 18/12/2013 | Olympiakos Piraeus | - | PAS Giannina | 3:2 | ||||
| 18. Round | 04/01/2014 | Olympiakos Piraeus | - | AEL Kalloni | 4:0 | ||||
| 19. Round | 12/01/2014 | Atromitos | - | Olympiakos Piraeus | 0:0 | ||||
| 20. Round | 18/01/2014 | Olympiakos Piraeus | - | Levadiakos | 2:0 |
Slovakia