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| Last 10 games | more | |||
| 30.11.2008 | D1 Super League | Olympiakos | Panionios | 4-1 |
| 27.11.2008 | UC R2 Group B | Olympiakos | Benfica | 5-1 |
| 22.11.2008 | D1 Super League | Iraklis | Olympiakos | 0-3 |
| 16.11.2008 | D1 Super League | Olympiakos | PAOK Saloniki | 2-0 |
| 09.11.2008 | D1 Super League | Panathinaikos | Olympiakos | 0-0 |
| 02.11.2008 | D1 Super League | Olympiakos | Ergotelis | 2-0 |
| 29.10.2008 | Cup Round 4 | Diagoras | Olympiakos | 2-3 |
| 26.10.2008 | D1 Super League | Aris Saloniki | Olympiakos | 1-0 |
| 23.10.2008 | UC R2 Group B | Galatasaray | Olympiakos | 1-0 |
| 19.10.2008 | D1 Super League | Olympiakos | Panthrakikos | 2-0 |
| Next 10 games | more | |||
| 03.12.2008 | UC R2 Group B | Metalist | Olympiakos |  |
| 07.12.2008 | D1 Super League | Olympiakos | Levadiakos | |
| 13.12.2008 | D1 Super League | Larisa | Olympiakos | |
| 18.12.2008 | UC R2 Group B | Olympiakos | Hertha BSC | |
| 21.12.2008 | D1 Super League | Olympiakos | Thrasivoulos | |
| 04.01.2009 | D1 Super League | Asteras Tripolis | Olympiakos | |
| 11.01.2009 | D1 Super League | Olympiakos | Xanthi | |
| 18.01.2009 | D1 Super League | Panserraikos | Olympiakos | |
| 25.01.2009 | D1 Super League | Olympiakos | OFI Kreta | |
| 01.02.2009 | D1 Super League | AEK Athens | Olympiakos | |