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| I | Volos NFC | - | Atromitos | 0:3 (0:1) | ||
| V | Atromitos | - | Volos NFC | 0:2 (0:2) | ||
| I: 07.01.2020 18:30 | V: 14.01.2020 16:15 | Campeones: Atromitos | ||||
| I | OFI Heraklion | - | PAOK Saloniki | 0:3 (0:2) | ||
| V | PAOK Saloniki | - | OFI Heraklion | 4:1 (2:1) | ||
| I: 07.01.2020 20:30 | V: 15.01.2020 14:00 | Campeones: PAOK Saloniki | ||||
| I | Kalamata | - | Olympiacos | 0:2 (0:1) | ||
| V | Olympiacos | - | Kalamata | 4:1 (2:0) | ||
| I: 08.01.2020 14:00 | V: 15.01.2020 18:30 | Campeones: Olympiacos | ||||
| I | PAS Giannina | - | Panathinaikos | 1:0 (1:0) | ||
| V | Panathinaikos | - | PAS Giannina | 3:1 (0:1) | ||
| I: 08.01.2020 16:15 | V: 15.01.2020 16:15 | Campeones: Panathinaikos | ||||
| I | Panetolikos | - | Panionios GSS | 0:0 (0:0) | ||
| V | Panionios GSS | - | Panetolikos | 1:1 (0:0, 0:0) pró. | ||
| I: 08.01.2020 18:30 | V: 15.01.2020 16:15 | Campeones: Panetolikos | ||||
| I | Xanthi FC | - | Aris Saloniki | 0:1 (0:1) | ||
| V | Aris Saloniki | - | Xanthi FC | 2:1 (1:1) | ||
| I: 08.01.2020 20:30 | V: 14.01.2020 18:30 | Campeones: Aris Saloniki | ||||
| I | AO Trikala | - | Lamia | 0:1 (0:0) | ||
| V | Lamia | - | AO Trikala | 1:1 (1:1) | ||
| I: 09.01.2020 18:30 | V: 15.01.2020 14:00 | Campeones: Lamia | ||||
| I | Asteras Tripolis | - | AEK Athen | 1:1 (1:1) | ||
| V | AEK Athen | - | Asteras Tripolis | 2:0 (2:0) | ||
| I: 16.01.2020 16:30 | V: 30.01.2020 18:30 | Campeones: AEK Athen | ||||
