[9] AE Karaiskakis 1-1 Chania FC [8] 2021-01-24 12:00
Stadium: Agioi Anargyroi Municipal Stadium Round: 3
Referee: Alexandros Katsikogiannis Home Manager: Vasilios Argyriou Away Manager: Alekos Vosniadis
Head to Head
| Greece Super League 2 | 2020/02/16 13:00 | Chania FC v Karaiskakis | L | 5-1 |
| Greece Super League 2 | 2019/11/24 12:45 | Karaiskakis v Chania FC | D | 0-0 |
Home History
| Greece Super League 2 | 2021/01/20 13:00 | OF Ierapetras v Karaiskakis | D | 2-2 |
| Greece Super League 2 | 2021/01/16 12:45 | Karaiskakis v Levadiakos | L | 0-2 |
| Europe Friendlies | 2020/09/19 14:30 | Panachaiki v Karaiskakis | L | 2-0 |
| Europe Friendlies | 2020/09/16 15:00 | Giannina v Karaiskakis | L | 1-0 |
| Europe Friendlies | 2020/09/01 15:30 | Panetolikos v Karaiskakis | L | 3-1 |
| Greece Super League 2 | 2020/03/06 13:00 | Platanias v Karaiskakis | L | 1-0 |
| Greece Super League 2 | 2020/03/01 12:45 | Karaiskakis v Apollon Smyrnis | L | 1-2 |
| Greece Super League 2 | 2020/02/22 13:00 | Apollon Pontou FC v Karaiskakis | W | 1-3 |
Away History
| Greece Super League 2 | 2021/01/20 13:30 | Levadiakos v Chania FC | D | 1-1 |
| Greece Super League 2 | 2020/03/08 12:45 | Levadiakos v Chania FC | D | 0-0 |
| Greece Super League 2 | 2020/03/01 13:00 | Chania FC v Panachaiki | W | 2-1 |
| Greece Super League 2 | 2020/02/23 12:00 | Apollon Larissa v Chania FC | W | 0-1 |
| Greece Super League 2 | 2020/02/16 13:00 | Chania FC v Karaiskakis | W | 5-1 |
| Greece Super League 2 | 2020/02/07 14:00 | Chania FC v Kerkyra | W | 4-0 |
| Greece Super League 2 | 2020/02/02 12:45 | Giannina v Chania FC | D | 1-1 |
| Greece Super League 2 | 2020/01/24 16:30 | Chania FC v Platanias | W | 3-0 |
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