| 1. Round | 23/09/2023 | Olympiakos Piraeus II | - | GS Ilioupolis | 0:0 | ||||
| 2. Round | 01/10/2023 | GS Ilioupolis | - | Ionikos Nikea | 0:3 | ||||
| 3. Round | 15/10/2023 | AO Tilikratis | - | GS Ilioupolis | 1:2 | ||||
| 4. Round | 22/10/2023 | GS Ilioupolis | - | Diagoras FC | 1:0 | ||||
| 5. Round | 28/10/2023 | PS Kalamata | - | GS Ilioupolis | 2:0 | ||||
| 8. Round | 29/11/2023 | Panathinaikos II | - | GS Ilioupolis | 0:2 |  |
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| 10. Round | 03/12/2023 | GS Ilioupolis | - | AO Egaleo | 2:0 |  |
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| 11. Round | 10/12/2023 | GS Ilioupolis | - | PAE Chania | 1:0 | ||||
| 12. Round | 16/12/2023 | GS Ilioupolis | - | Olympiakos Piraeus II | 0:1 | ||||
| 13. Round | 07/01/2024 | Ionikos Nikea | - | GS Ilioupolis | 4:1 | |
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| 14. Round | 14/01/2024 | GS Ilioupolis | - | AO Tilikratis | 1:0 | ||||
| 15. Round | 21/01/2024 | Diagoras FC | - | GS Ilioupolis | 0:1 | ||||
| 16. Round | 28/01/2024 | GS Ilioupolis | - | PS Kalamata | 1:0 | ||||
| 17. Round | 04/02/2024 | Panachaiki GE | - | GS Ilioupolis | 1:2 | |
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| 18. Round | 12/02/2024 | GS Kallithea | - | GS Ilioupolis | 2:1 | ||||
| 19. Round | 18/02/2024 | GS Ilioupolis | - | Panathinaikos II | 1:3 | ||||
| 20. Round | 25/02/2024 | AO Giouchtas | - | GS Ilioupolis | 0:1 | ||||
| 21. Round | 03/03/2024 | AO Egaleo | - | GS Ilioupolis | 1:0 |
Serbia