Round: 1
Referee: Danny Makkelie Home Manager: Pedro Martins Away Manager: Pablo Garcia
| Greece Super League 1 | 2021/04/18 16:30 | PAOK Salonika v Olympiacos | L | 2-0 |
| Greece Super League 1 | 2021/01/27 17:30 | Olympiacos v PAOK Salonika | W | 3-0 |
| Greece Super League 1 | 2021/01/13 17:30 | PAOK Salonika v Olympiacos | D | 1-1 |
| Greece Super League 1 | 2020/07/12 18:45 | Olympiacos v PAOK Salonika | L | 0-1 |
| Greece Cup | 2020/06/24 18:30 | Olympiacos v PAOK Salonika | W | 2-0 |
| Greece Super League 1 | 2020/06/07 16:30 | PAOK Salonika v Olympiacos | W | 0-1 |
| Greece Cup | 2020/03/04 19:30 | PAOK Salonika v Olympiacos | L | 3-2 |
| Greece Super League 1 | 2020/02/23 17:30 | PAOK Salonika v Olympiacos | W | 0-1 |
| Greece Super League 1 | 2021/04/21 14:15 | Olympiacos v Asteras Tripolis | W | 1-0 |
| Greece Super League 1 | 2021/04/18 16:30 | PAOK Salonika v Olympiacos | L | 2-0 |
| Greece Super League 1 | 2021/04/11 16:30 | Olympiacos v Panathinaikos | W | 3-1 |
| Greece Cup | 2021/04/07 15:00 | Giannina v Olympiacos | D | 1-1 |
| Greece Super League 1 | 2021/04/04 16:30 | AEK Athens v Olympiacos | W | 1-5 |
| Greece Super League 1 | 2021/03/21 15:15 | Olympiacos v Aris Salonika | W | 1-0 |
| UEFA Europa League | 2021/03/18 17:55 | Arsenal v Olympiacos | W | 0-1 |
| Greece Super League 1 | 2021/03/14 17:00 | Larissa v Olympiacos | W | 1-3 |
| Greece Super League 1 | 2021/04/21 16:30 | Aris Salonika v PAOK Salonika | W | 0-1 |
| Greece Super League 1 | 2021/04/18 16:30 | PAOK Salonika v Olympiacos | W | 2-0 |
| Greece Super League 1 | 2021/04/11 14:15 | Asteras Tripolis v PAOK Salonika | D | 1-1 |
| Greece Cup | 2021/04/07 17:00 | AEK Athens v PAOK Salonika | W | 0-1 |
| Greece Super League 1 | 2021/04/04 12:00 | Panathinaikos v PAOK Salonika | L | 3-0 |
| Greece Super League 1 | 2021/03/21 17:30 | PAOK Salonika v AEK Athens | W | 3-1 |
| Greece Super League 1 | 2021/03/14 17:00 | Panathinaikos v PAOK Salonika | L | 2-1 |
| Greece Super League 1 | 2021/03/07 17:30 | PAOK Salonika v Aris Salonika | D | 2-2 |