| 1. Round | 24/09/2023 | Kozani FC | - | Aiolikos Mytilinis | 1:2 |  |
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| 2. Round | 02/10/2023 | Aiolikos Mytilinis | - | Makedonikos FC | 1:3 | ||||
| 3. Round | 11/10/2023 | Anagennisi Karditsa | - | Aiolikos Mytilinis | 3:1 | ||||
| 4. Round | 15/10/2023 | Aiolikos Mytilinis | - | AE Lárissa | 1:1 | ||||
| 5. Round | 21/10/2023 | PAOK Saloniki II | - | Aiolikos Mytilinis | 0:0 | ||||
| 8. Round | 12/11/2023 | Levadiakos | - | Aiolikos Mytilinis | 2:0 | ||||
| 9. Round | 15/11/2023 | Aiolikos Mytilinis | - | Niki Volou FC | 0:2 | ||||
| 10. Round | 19/11/2023 | Apollon Pontou | - | Aiolikos Mytilinis | 0:1 |  |
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| 12. Round | 03/12/2023 | AEK Athen II | - | Aiolikos Mytilinis | 2:1 | ||||
| 21. Round | 10/02/2024 | Aiolikos Mytilinis | - | Levadiakos | 0:3 | ||||
| 22. Round | 14/02/2024 | Niki Volou FC | - | Aiolikos Mytilinis | 3:1 | ||||
| 23. Round | 18/02/2024 | Aiolikos Mytilinis | - | Apollon Pontou | 3:1 | |
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| 24. Round | 25/02/2024 | Kampaniakos FC | - | Aiolikos Mytilinis | 1:0 | ||||
| 25. Round | 04/03/2024 | Aiolikos Mytilinis | - | AEK Athen II | 0:2 |
Serbia