UEFA Champions League 2022/23, Second qualifying round |
 | 20.07.2022 | | Maccabi Haifa | – | Olympiakós Pireus | | 1:1 (0:1) |
| Haifa |
UEFA Champions League 2021/22, Third qualifying round |
| 10.08.2021 | | Ludogorets | – | Olympiakós | | 2:2 aet
(0:1, 2:2),
pen. 4:1 |
| Razgrad |
UEFA Champions League 2021/22, Third qualifying round |
| 03.08.2021 | | Olympiakós | – | Ludogorets | | 1:1 (0:0) |
| Piraeus |
UEFA Champions League 2020/21, Play-off Round |
| 29.09.2020 | | Omonia | – | Olympiakós Pireus | | 0:0 * |
| Nicosia |
UEFA Champions League 2019/20, Group B |
| 18.09.2019 | | Olympiakós | – | Tottenham Hotspur | | 2:2 (1:2) |
| Piraeus |
UEFA Champions League 2019/20, Second qualifying round |
| 23.07.2019 | | Viktoria Plzeň | – | Olympiakós | | 0:0 |
| Plzeň |
UEFA Champions League 2017/18, Group D |
| 31.10.2017 | | Olympiakós | – | Barcelona | | 0:0 |
| Piraeus |
UEFA Champions League 2017/18, Third qualifying round |
| 02.08.2017 | | Olympiakós | – | Partizan | | 2:2 (1:1) |
| Piraeus |
UEFA Champions League 2016/17, Third qualifying round |
| 27.07.2016 | | Olympiakós | – | Hapoel Be'er Sheva | | 0:0 |
| Piraeus |
UEFA Champions League 2013/14, Group C |
| 23.10.2013 | | Benfica | – | Olympiakós | | 1:1 (0:1) |
 | Lisboa |
UEFA Champions League 2009/10, Group H |
| 24.11.2009 | | AZ | – | Olympiakós Pireus | | 0:0 |
| Alkmaar |
UEFA Champions League 2007/08, 1/8 finals |
| 19.02.2008 | | Olympiakós Pireus | – | Chelsea | | 0:0 |
| Piraeus |
UEFA Champions League 2007/08, Group C |
| 06.11.2007 | | Olympiakós Pireus | – | Real Madrid | | 0:0 |
| Piraeus |
UEFA Champions League 2007/08, Group C |
| 18.09.2007 | | Olympiakós Pireus | – | Lazio | | 1:1 (0:0) |
| Piraeus |
UEFA Champions League 2006/07, Group D |
| 05.12.2006 | | Olympiakós Pireus | – | Shahtar Donetsk | | 1:1 (0:1) |
| Piraeus |
UEFA Champions League 2006/07, Group D |
| 31.10.2006 | | Roma | – | Olympiakós Pireus | | 1:1 (0:1) |
| Roma |
UEFA Champions League 2006/07, Group D |
| 27.09.2006 | | Shahtar Donetsk | – | Olympiakós Pireus | | 2:2 (1:1) |
| Donetsk |
UEFA Champions League 2005/06, Group F |
| 23.11.2005 | | Rosenborg | – | Olympiakós Pireus | | 1:1 (0:1) |
| Trondheim |
UEFA Champions League 2004/05, Group A |
| 15.09.2004 | | Deportivo La Coruna | – | Olympiakós Pireus | | 0:0 |
| La Coruña |
UEFA Champions League 2003/04, Group D |
| 25.11.2003 | | Olympiakós Pireus | – | Real Sociedad | | 2:2 (0:1) |
| Piraeus |
UEFA Champions League 2002/03, Group stage 1, group F |
| 13.11.2002 | | Olympiakós Pireus | – | Maccabi Haifa | | 3:3 (1:3) |
| Piraeus |
UEFA Champions League 2001/02, Group stage 1, group G |
| 31.10.2001 | | Olympiakós Pireus | – | Deportivo La Coruna | | 1:1 (0:0) |
| Athens |
UEFA Champions League 2001/02, Group stage 1, group G |
| 18.09.2001 | | Deportivo La Coruna | – | Olympiakós Pireus | | 2:2 (1:0) |
| La Coruña |
UEFA Champions League 1999/00, Group stage 1, group E |
| 15.09.1999 | | Olympiakós Pireus | – | Real Madrid | | 3:3 (1:2) |
| Athens |
UEFA Champions League 1998/99, Quarterfinal |
| 17.03.1999 | | Olympiakós Pireus | – | Juventus | | 1:1 (1:0) |
| Athens |
UEFA Champions League 1998/99, Group A |
| 09.12.1998 | | Croatia | – | Olympiakós Pireus | | 1:1 (1:0) |
| Zagreb |
UEFA Champions League 1998/99, Group A |
| 16.09.1998 | | Porto | – | Olympiakós Pireus | | 2:2 (0:0) |
| Porto |
UEFA Champions League 1997/98, Group D |
| 10.12.1997 | | Olympiakós Pireus | – | Rosenborg | | 2:2 (0:0) |
| Athens |
UEFA Champions League 1997/98, Group D |
| 05.11.1997 | | Olympiakós Pireus | – | Real Madrid | | 0:0 |
| Athens |
UEFA Champions League 1997/98, Second qualifying round |
| 27.08.1997 | | MPKC | – | Olympiakós Pireus | | 2:2 (2:1) |
| Mazyr |
UEFA European Champions' Cup 1987/88, 1/16 finals |
| 16.09.1987 | | Olympiakós Pireus | – | Górnik | | 1:1 (1:1) |
| Athens |
UEFA European Champions' Cup 1983/84, 1/16 finals |
| 14.09.1983 | | Ajax | – | Olympiakós Pireus | | 0:0 |
| Amsterdam |
UEFA European Champions' Cup 1975/76, 1/16 finals |
| 17.09.1975 | | Olympiakós Pireus | – | Dynamo Kiev | | 2:2 (1:2) |
| Thessaloniki |
UEFA European Champions' Cup 1974/75, 1/16 finals |
| 18.09.1974 | | Celtic | – | Olympiakós Pireus | | 1:1 (0:1) |
| Glasgow |
UEFA European Champions' Cup 1967/68, 1/16 finals |
| 20.09.1967 | | Olympiakós Pireus | – | Juventus | | 0:0 |
| Piraeus |
UEFA European Champions' Cup 1959/60, Preliminary Round |
| 13.09.1959 | | Olympiakós Pireus | – | Milan | | 2:2 (2:1) |
| Piraeus |
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