Kalamata 0-2 Olympiakos 2020-01-08 13:00
Stadium: Dimotiko Stadio Paralias Round: 4
Referee: Alexandros Katsikogiannis Home Manager: Vasilios Vouzas Away Manager: Pedro Martins
Home History
| Greece Football League | 2020/01/04 13:00 | Kalamata v Egaleo | L | 0-1 |
| Greece Football League | 2019/12/22 12:00 | Kalamata v OF Ierapetras | L | 2-3 |
| Greece Football League | 2019/12/15 13:00 | Thesprotos v Kalamata | L | 3-1 |
| Greece Football League | 2019/12/07 13:00 | Kalamata v Trikala | L | 0-1 |
| Greece Cup | 2019/12/04 17:30 | Larissa v Kalamata | L | 1-0 |
| Greece Football League | 2019/11/30 13:00 | Veria v Kalamata | L | 2-0 |
| Greece Football League | 2019/11/24 13:00 | Kalamata v Enosi Panaspropirgiakou Doxa | D | 2-2 |
| Greece Football League | 2019/11/17 13:00 | Kavala v Kalamata | L | 2-1 |
Away History
| Greece Super League 1 | 2020/01/05 17:30 | Olympiakos v Panathinaikos | W | 1-0 |
| Greece Super League 1 | 2019/12/22 15:15 | Volos NFC v Olympiakos | D | 0-0 |
| Greece Super League 1 | 2019/12/18 15:15 | Olympiakos v Larissa | W | 4-1 |
| Greece Super League 1 | 2019/12/15 17:30 | Asteras Tripolis v Olympiakos | W | 0-5 |
| UEFA Champions League | 2019/12/11 20:00 | Olympiakos v Crvena Zvezda | W | 1-0 |
| Greece Super League 1 | 2019/12/07 18:00 | Panetolikos v Olympiakos | W | 0-3 |
| Greece Super League 1 | 2019/12/01 17:30 | Olympiakos v PAOK Salonika | D | 1-1 |
| UEFA Champions League | 2019/11/26 20:00 | Tottenham v Olympiakos | L | 4-2 |