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| 30.09.2023 | ||||
| 15:00 | D2S South Group | Panachaiki FC | 0-2 | Panathinaikos B |
| 15:00 | D2N North Group | PAOK Salonica B | 2-3 | Kambaniakos |
| 14:00 | D2S South Group | Diagoras Rhodes | 2-1 | AO Egaleo |
| 25.09.2023 | ||||
| 15:00 | D2N North Group | PAOK Salonica B | 4-0 | Apollon Pontou |
| 24.09.2023 | ||||
| 19:00 | D2S South Group | Ionikos | 0-3 | AO Chania |
| 15:25 | D2N North Group | Anagennisi Karditsa | 2-1 | AEK Athens B |
| 15:00 | D2N North Group | AE Larisa | 2-1 | Kambaniakos |
| 15:00 | D2N North Group | Kozani FC | 1-2 | Aiolikos Mytilini |
| 15:00 | D2S South Group | Panathinaikos B | 1-4 | Kalamata |
| 15:00 | D2S South Group | Tilikratis Lefkada | 1-0 | AO Egaleo |
| 12:00 | D2S South Group | AO Giouchtas | 2-0 | Diagoras Rhodes |
| 23.09.2023 | ||||
| 15:00 | D2S South Group | Athens Kallithea | 0-0 | Panachaiki FC |
| 15:00 | D2N North Group | Makedonikos FC | 0-0 | Iraklis Salonica |
| 14:15 | D2S South Group | Olympiakos Pireus B | 0-0 | Ilioupoli |