| Super League | 18.09.99 | AO Proodeftiki | - | Olympiakos | 0:3 | ||||
| Super League | 07.01.01 | Olympiakos | - | Panionios GSS | 2:0 | ||||
| Super League | 21.01.01 | Olympiakos | - | Aris Saloniki | 4:1 | ||||
| Super League | 26.02.01 | AEK Athene | - | Olympiakos | 1:2 |  |
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| Super League | 17.03.01 | Olympiakos | - | PAOK Saloniki | 1:0 | ||||
| Super League | 06.05.01 | Panionios GSS | - | Olympiakos | 2:1 |
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