| 1. Ronde | 24.08.2019 | Olympiakos | - | Asteras Tripolis | 1:0 | ||||
| 2. Ronde | 01.09.2019 | Asteras Tripolis | - | AEK Athene | 2:3 | ||||
| 3. Ronde | 15.09.2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Ronde | 21.09.2019 | Asteras Tripolis | - | Atromitos | 2:1 |  |
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| 5. Ronde | 29.09.2019 | OFI Heraklion | - | Asteras Tripolis | 3:1 | ||||
| 6. Ronde | 06.10.2019 | Asteras Tripolis | - | PAOK Saloniki | 1:2 | ||||
| 7. Ronde | 20.10.2019 | Panionios GSS | - | Asteras Tripolis | 0:1 | |
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| 8. Ronde | 28.10.2019 | Asteras Tripolis | - | Lamia | 4:1 | |
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| 9. Ronde | 03.11.2019 | Panetolikos | - | Asteras Tripolis | 1:1 | ||||
| 10. Ronde | 10.11.2019 | Aris Saloniki | - | Asteras Tripolis | 2:1 | ||||
| 11. Ronde | 24.11.2019 | Asteras Tripolis | - | Volos NFC | 0:0 | |
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| 12. Ronde | 01.12.2019 | Panathinaikos | - | Asteras Tripolis | 1:0 | |
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| 13. Ronde | 08.12.2019 | Asteras Tripolis | - | AE Lárissa | 1:1 | ||||
| 14. Ronde | 15.12.2019 | Asteras Tripolis | - | Olympiakos | 0:5 | ||||
| 16. Ronde | 21.12.2019 | Asteras Tripolis | - | Xanthi FC | 5:0 |  |
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| 17. Ronde | 04.01.2020 | Atromitos | - | Asteras Tripolis | 2:1 |
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