1. Round | 25/08/2019 | AEK Athen | - | Xanthi FC | 1:2 | ||||
2. Round | 31/08/2019 | Panetolikos | - | Xanthi FC | 1:2 | ||||
17. Round | 05/01/2020 | Xanthi FC | - | AE Lárissa | 2:1 | ||||
18. Round | 11/01/2020 | Volos NFC | - | Xanthi FC | 1:3 | ||||
19. Round | 19/01/2020 | Xanthi FC | - | Panathinaikos | 0:1 | ||||
20. Round | 23/01/2020 | Aris Saloniki | - | Xanthi FC | 1:0 | ||||
21. Round | 26/01/2020 | Xanthi FC | - | OFI Heraklion | 2:2 | ||||
24. Round | 16/02/2020 | Xanthi FC | - | Lamia | 0:0 | ||||
25. Round | 23/02/2020 | Atromitos | - | Xanthi FC | 1:0 | ||||
26. Round | 01/03/2020 | Xanthi FC | - | PAOK Saloniki | 1:1 |