3. Round | 14/09/2019 | Olympiakos Piraeus | - | Volos NFC | 5:0 | ||||
5. Round | 28/09/2019 | Olympiakos Piraeus | - | Lamia | 2:0 | ||||
15. Round | 18/12/2019 | Olympiakos Piraeus | - | AE Lárissa | 4:1 | ||||
17. Round | 05/01/2020 | Olympiakos Piraeus | - | Panathinaikos | 1:0 | ||||
18. Round | 12/01/2020 | Lamia | - | Olympiakos Piraeus | 0:4 |