| 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 | ||||
| 7. Round | 12/11/2023 | GS Ilioupolis | - | GS Kallithea | 1:2 |  |
Brazil