| 1. Jornada | 25.08.2019 | AEK Athen | - | Xanthi FC | 1:2 | ||||
| 4. Jornada | 22.09.2019 | AE Lárissa | - | Xanthi FC | 3:0 | ||||
| 5. Jornada | 29.09.2019 | Xanthi FC | - | Volos NFC | 3:1 | ||||
| 6. Jornada | 05.10.2019 | Panathinaikos | - | Xanthi FC | 0:1 | ||||
| 7. Jornada | 20.10.2019 | Xanthi FC | - | Aris Saloniki | 0:1 | ||||
| 11. Jornada | 23.11.2019 | Lamia | - | Xanthi FC | 1:0 | ||||
| 12. Jornada | 01.12.2019 | Xanthi FC | - | Atromitos | 1:0 | ||||
| 14. Jornada | 14.12.2019 | Xanthi FC | - | AEK Athen | 0:1 | ||||
| 15. Jornada | 18.12.2019 | Xanthi FC | - | Panetolikos | 0:0 | ||||
| 16. Jornada | 21.12.2019 | Asteras Tripolis | - | Xanthi FC | 5:0 | ||||
| 19. Jornada | 19.01.2020 | Xanthi FC | - | Panathinaikos | 0:1 |
Grecia