[12] AE Karaiskakis 0-1 Kalamata [14] 2021-11-24 13:00
Stadium: Agioi Anargyroi Municipal Stadium Round: 4
Home Manager: Dragan Djukanovic Away Manager: Nikos Anastopoulos
Head to Head
| Greece Cup | 2019/09/25 15:00 | Kalamata v Karaiskakis | L | 4-3 |
| Greece Cup | 2019/09/25 13:00 | Kalamata v Karaiskakis | D | 0-0 |
Home History
| Greece Super League 2 | 2021/11/20 13:00 | AEK Athens B v Karaiskakis | L | 2-1 |
| Greece Super League 2 | 2021/11/13 13:00 | Karaiskakis v Kifisias FC | L | 0-2 |
| Greece Super League 2 | 2021/11/07 13:00 | Episkopi FC v Karaiskakis | W | 0-1 |
| Greece Cup | 2021/09/26 13:00 | Karaiskakis v Xanthi | L | 0-2 |
| Greece Super League 2 | 2021/05/18 12:30 | Karaiskakis v OF Ierapetras | L | 0-3 |
| Greece Super League 2 | 2021/05/15 11:45 | Apollon Larissa v Karaiskakis | D | 2-2 |
| Greece Super League 2 | 2021/05/08 11:45 | Doxa Drama v Karaiskakis | W | 2-4 |
| Greece Super League 2 | 2021/05/04 12:30 | Karaiskakis v Panachaiki | D | 3-3 |
Away History
| Greece Super League 2 | 2021/11/20 13:00 | Kalamata v Panathinaikos B | L | 1-2 |
| Greece Super League 2 | 2021/11/07 13:00 | AEK Athens B v Kalamata | L | 1-0 |
| Greece Cup | 2021/10/06 13:00 | Levadiakos v Kalamata | L | 2-0 |
| Greece Cup | 2021/09/26 12:00 | OF Ierapetras v Kalamata | W | 4-5 |
| Greece Football League | 2021/06/26 14:00 | Kalamata v Ialysos | W | 4-0 |
| Greece Football League | 2021/06/19 14:00 | Egaleo v Kalamata | L | 2-0 |
| Greece Football League | 2021/06/13 14:00 | Kalamata v Athens Kallithea | W | 1-0 |
| Greece Football League | 2021/06/05 14:00 | Niki Volou v Kalamata | D | 2-2 |