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| U | Volos NFC | - | OFI Heraklion | 2:0 (0:0) | ||
| R | OFI Heraklion | - | Volos NFC | 1:1 (1:1) | ||
| U: 20.01.2021 14:00 | R: 04.02.2021 14:00 | Winnaars: Volos NFC | ||||
| U | Aris Saloniki | - | Asteras Tripolis | 2:0 (0:0) | ||
| R | Asteras Tripolis | - | Aris Saloniki | 0:2 (0:1) | ||
| U: 20.01.2021 14:00 | R: 04.02.2021 16:15 | Winnaars: Aris Saloniki | ||||
| U | PAOK Saloniki | - | AE Lárissa | 5:0 (2:0) | ||
| R | AE Lárissa | - | PAOK Saloniki | 1:2 (1:2) | ||
| U: 20.01.2021 16:15 | R: 03.02.2021 18:30 | Winnaars: PAOK Saloniki | ||||
| U | Panetolikos | - | Olympiakos | 0:3 (0:1) | ||
| R | Olympiakos | - | Panetolikos | 3:0 (2:0) | ||
| U: 20.01.2021 18:30 | R: 03.02.2021 16:15 | Winnaars: Olympiakos | ||||
| U | AEK Athene | - | Apollon Smyrnis | 2:0 (1:0) | ||
| R | Apollon Smyrnis | - | AEK Athene | 2:1 (2:1) | ||
| U: 20.01.2021 20:30 | R: 04.02.2021 18:30 | Winnaars: AEK Athene | ||||
| U | PAS Giannina | - | Atromitos | 2:2 (1:2) | ||
| R | Atromitos | - | PAS Giannina | 2:3 (1:3) | ||
| U: 21.01.2021 18:30 | R: 03.02.2021 14:00 | Winnaars: PAS Giannina | ||||
