[11] Olympiakos B 0-0 Kalamata [3] 2023-11-26 15:00
Stadium: Rentis Stadium Stavros Melissourgos Round: 9
Home Manager: Ariel Miguel Santiago Ibagaza Away Manager: Ioakim Chavos
Head to Head
| Europe Friendlies | 2023/09/15 14:00 | Kalamata v Olympiakos B | L | 2-1 |
| Greece Super League 2 | 2023/04/01 11:45 | Kalamata v Olympiakos B | L | 4-0 |
| Greece Super League 2 | 2022/11/12 11:45 | Olympiakos B v Kalamata | L | 0-2 |
Home History
| Greece Super League 2 | 2023/11/18 13:00 | Egaleo v Olympiakos B | D | 0-0 |
| Greece Super League 2 | 2023/11/11 12:00 | Olympiakos B v Diagoras | W | 1-0 |
| Greece Super League 2 | 2023/11/04 11:00 | AO Giouchtas v Olympiakos B | D | 2-2 |
| Greece Super League 2 | 2023/10/28 13:00 | Olympiakos B v Tilikratis | W | 4-1 |
| Greece Super League 2 | 2023/10/20 14:00 | Olympiakos B v Panathinaikos B | W | 3-1 |
| Greece Super League 2 | 2023/10/14 13:00 | Olympiakos B v Ionikos Nikea | D | 1-1 |
| Greece Super League 2 | 2023/10/01 14:30 | Athens Kallithea v Olympiakos B | L | 3-2 |
| Greece Super League 2 | 2023/09/23 12:15 | Olympiakos B v Ilioupoli | D | 0-0 |
Away History
| Greece Super League 2 | 2023/11/19 13:00 | Kalamata v Diagoras | L | 1-2 |
| Greece Super League 2 | 2023/11/11 13:00 | Kalamata v Tilikratis | W | 3-0 |
| Greece Super League 2 | 2023/11/05 13:00 | Ionikos Nikea v Kalamata | L | 3-2 |
| Greece Super League 2 | 2023/10/28 12:00 | Kalamata v Ilioupoli | W | 2-0 |
| Greece Super League 2 | 2023/10/22 11:00 | Kalamata v Chania FC | L | 0-2 |
| Greece Super League 2 | 2023/10/14 13:00 | Egaleo v Kalamata | W | 0-3 |
| Greece Super League 2 | 2023/10/02 13:00 | Kalamata v AO Giouchtas | W | 3-1 |
| Greece Cup | 2023/09/28 13:00 | Kalamata v Athens Kallithea | L | 6-7 |