[3] Anagennisi Karditsas 3-1 Aiolikos [7] 2023-10-11 13:00
Stadium: Karitsa Municipal Stadium Round: 3
Home History
| Greece Super League 2 | 2023/10/01 13:00 | Iraklis 1908 FC v Anagennisi Karditsas | D | 1-1 |
| Greece Super League 2 | 2023/09/24 13:00 | Anagennisi Karditsas v AEK Athens B | W | 2-1 |
| Greece Super League 2 | 2023/06/17 14:00 | Apollon Pontou FC v Anagennisi Karditsas | L | 1-0 |
| Greece Super League 2 | 2023/06/10 14:00 | Anagennisi Karditsas v Larissa | D | 2-2 |
| Greece Super League 2 | 2023/06/04 16:00 | Veria v Anagennisi Karditsas | L | 1-0 |
| Greece Super League 2 | 2023/05/28 13:00 | Anagennisi Karditsas v Makedonikos | W | 2-1 |
| Greece Super League 2 | 2023/05/19 13:00 | Panathinaikos B v Anagennisi Karditsas | D | 2-2 |
| Greece Super League 2 | 2023/05/13 12:45 | Anagennisi Karditsas v Panserraikos | D | 0-0 |
Away History
| Greece Super League 2 | 2023/10/02 10:30 | Aiolikos v Makedonikos | L | 1-3 |
| Greece Super League 2 | 2023/09/24 13:00 | AEP Kozani v Aiolikos | W | 1-2 |
| Greece Play-Offs | 2023/06/23 14:00 | AO Giouchtas v Aiolikos | L | 2-0 |
| Greece Gamma Ethniki | 2023/03/05 13:00 | Rhodos v Aiolikos | L | 2-1 |
| Greece Gamma Ethniki | 2023/02/19 13:00 | Panargiakos v Aiolikos | W | 0-1 |
| Greece Gamma Ethniki | 2023/02/09 13:00 | Panionios v Aiolikos | D | 1-1 |
| Greece Gamma Ethniki | 2023/01/22 13:00 | APS Patrai v Aiolikos | L | 1-0 |
| Greece Gamma Ethniki | 2022/12/11 13:00 | Finikas Nea Epidaurus v Aiolikos | W | 0-1 |