| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | UEFA Cup 2008/09 | Grupo B - 1 | 23/10/2008 | Galatasaray | 1 - 0 | Olympiacos | Ali Sami Yen Stadium, Istanbul | Eduardo Iturralde González(Spain) | 23500 | [85] | |
| 2 | UEFA Cup 2008/09 | Grupo B - 3 | 27/11/2008 | Olympiacos | 5 - 1 | SL Benfica | Karaiskakis Stadium, Athens | Stéphane Lannoy(France) | 30185 | [85] | |
| 3 | UEFA Cup 2008/09 | Grupo B - 4 | 03/12/2008 | Metalist Kharkiv | 1 - 0 | Olympiacos | Metalist Stadium, Kharkiv | William Collum(Scotland) | 15000 | [85] | |
| 4 | UEFA Cup 2008/09 | Grupo B - 5 | 18/12/2008 | Olympiacos | 4 - 0 | Hertha Berlin | Karaiskakis Stadium, Athens | Martin Hansson(Sweden) | 30063 | [85] | |
| 5 | UEFA Cup 2008/09 | Dieciseisavos de final - 1 | 18/02/2009 | Olympiacos | 1 - 3 | AS Saint-Etienne | Karaiskakis Stadium, Athens | Lucílio Batista(Portugal) | 33000 | [85] | |
| 6 | UEFA Cup 2008/09 | Dieciseisavos de final - 2 | 26/02/2009 | AS Saint-Etienne | 2 - 1 | Olympiacos | Stade Geoffroy-Guichard, Saint-Étienne | Paul Allaerts(Belgium) | 30511 | [85] |
