2. Round | 02/09/2018 | Olympiakos Piraeus | - | PAS Giannina | 5:0 | ||||
3. Round | 16/09/2018 | Olympiakos Piraeus | - | Asteras Tripolis | 2:1 | ||||
7. Round | 21/10/2018 | OFI Heraklion | - | Olympiakos Piraeus | 1:0 | ||||
14. Round | 16/12/2018 | Olympiakos Piraeus | - | Lamia | 3:0 | ||||
15. Round | 30/01/2019 | Olympiakos Piraeus | - | AE Lárissa | 4:0 | ||||
22. Round | 25/02/2019 | Olympiakos Piraeus | - | OFI Heraklion | 5:1 | ||||
23. Round | 04/03/2019 | Apollon Smyrnis | - | Olympiakos Piraeus | 0:2 | ||||
24. Round | 10/03/2019 | Olympiakos Piraeus | - | Aris Saloniki | 4:1 |