| 1. Round | 29/09/2019 | Platanias Chanion | - | Levadiakos | 3:2 | ||||
| 2. Round | 25/10/2019 | Levadiakos | - | PAS Giannina | 1:2 | ||||
| 3. Round | 03/11/2019 | Levadiakos | - | AO Kerkyra | 1:0 | ||||
| 4. Round | 10/11/2019 | AE Karaiskakis | - | Levadiakos | 1:1 | ||||
| 5. Round | 17/11/2019 | Levadiakos | - | Apollon Lárissa | 2:0 |  |
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| 6. Round | 25/11/2019 | Panachaiki GE | - | Levadiakos | 1:0 | ||||
| 7. Round | 01/12/2019 | Doxa Dramas FC | - | Levadiakos | 0:0 | ||||
| 8. Round | 06/12/2019 | Levadiakos | - | Ergotelis | 1:0 | ||||
| 9. Round | 16/12/2019 | PAE Chania | - | Levadiakos | 2:0 | ||||
| 10. Round | 22/12/2019 | Levadiakos | - | Apollon Pontou | 2:0 | ||||
| 11. Round | 05/01/2020 | Apollon Smyrnis | - | Levadiakos | 0:1 | ||||
| 12. Round | 13/01/2020 | Levadiakos | - | Platanias Chanion | 1:0 | |
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| 13. Round | 20/01/2020 | PAS Giannina | - | Levadiakos | 0:1 | ||||
| 15. Round | 02/02/2020 | Levadiakos | - | AE Karaiskakis | 1:1 | ||||
| 16. Round | 09/02/2020 | Apollon Lárissa | - | Levadiakos | 1:1 | ||||
| 17. Round | 17/02/2020 | Levadiakos | - | Panachaiki GE | 2:1 | ||||
| 19. Round | 02/03/2020 | Ergotelis | - | Levadiakos | 1:3 |
Greece