| 1. Ronde | 25.08.2019 | AEK Athene | - | Xanthi FC | 1:2 |  |
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| 2. Ronde | 31.08.2019 | Panetolikos | - | Xanthi FC | 1:2 | ||||
| 3. Ronde | 15.09.2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Ronde | 22.09.2019 | AE Lárissa | - | Xanthi FC | 3:0 |  |
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| 5. Ronde | 29.09.2019 | Xanthi FC | - | Volos NFC | 3:1 | ||||
| 8. Ronde | 26.10.2019 | OFI Heraklion | - | Xanthi FC | 2:0 | |
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| 11. Ronde | 23.11.2019 | Lamia | - | Xanthi FC | 1:0 | ||||
| 12. Ronde | 01.12.2019 | Xanthi FC | - | Atromitos | 1:0 | ||||
| 13. Ronde | 07.12.2019 | PAOK Saloniki | - | Xanthi FC | 2:0 | ||||
| 14. Ronde | 14.12.2019 | Xanthi FC | - | AEK Athene | 0:1 | |
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| 15. Ronde | 18.12.2019 | Xanthi FC | - | Panetolikos | 0:0 | ||||
| 16. Ronde | 21.12.2019 | Asteras Tripolis | - | Xanthi FC | 5:0 | ||||
| 17. Ronde | 05.01.2020 | Xanthi FC | - | AE Lárissa | 2:1 | ||||
| 19. Ronde | 19.01.2020 | Xanthi FC | - | Panathinaikos | 0:1 |  |
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| 21. Ronde | 26.01.2020 | Xanthi FC | - | OFI Heraklion | 2:2 | ||||
| 22. Ronde | 01.02.2020 | Olympiakos | - | Xanthi FC | 3:1 | |
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| 23. Ronde | 08.02.2020 | Panionios GSS | - | Xanthi FC | 0:0 | ||||
| 25. Ronde | 23.02.2020 | Atromitos | - | Xanthi FC | 1:0 | ||||
| 26. Ronde | 01.03.2020 | Xanthi FC | - | PAOK Saloniki | 1:1 |
Uruguay