| Liga | Tiempo(Mexico City) | Redondo | Equipos | Resultados | Puntaje |
| Friendlies Clubs | 04/08/22 18:00 | Club Friendlies 3 | Olympiakos Piraeus vs Shakhtar Donetsk | W | 1:0 |
| Friendlies Clubs | 06/24/22 10:00 | Club Friendlies 3 | Ried vs Olympiakos Piraeus | L | 2:0 |
| Friendlies Clubs | 06/25/22 10:00 | Club Friendlies 3 | Fortuna Dusseldorf vs Olympiakos Piraeus | W | 1:2 |
| Friendlies Clubs | 06/27/22 10:00 | Club Friendlies 3 | Olympiakos Piraeus vs Cracovia Krakow | D | 0:0 |
| Friendlies Clubs | 06/29/22 10:00 | Club Friendlies 3 | Slavia Praha vs Olympiakos Piraeus | D | 1:1 |
| Friendlies Clubs | 07/01/22 07:30 | Club Friendlies 3 | Arminia Bielefeld vs Olympiakos Piraeus | L | 3:1 |
| Friendlies Clubs | 07/02/22 07:30 | Club Friendlies 3 | Red Bull Salzburg vs Olympiakos Piraeus | L | 3:1 |
| Friendlies Clubs | 07/09/22 11:30 | Club Friendlies 3 | Olympiakos Piraeus vs AZ Alkmaar | W | 1:0 |
| Friendlies Clubs | 07/11/22 12:00 | Club Friendlies 3 | Aris Thessalonikis vs Olympiakos Piraeus | L | 2:1 |
| UEFA Champions League | 07/20/22 11:00 | 2nd Qualifying Round | Maccabi Haifa vs Olympiakos Piraeus | D | 1:1 |
| UEFA Champions League | 07/27/22 13:00 | 2nd Qualifying Round | Olympiakos Piraeus vs Maccabi Haifa | L | 0:4 |
| UEFA Europa League | 08/04/22 13:00 | 3rd Qualifying Round | Olympiakos Piraeus vs Slovan Bratislava | D | 1:1 |
| UEFA Europa League | 08/18/22 11:00 | Play-offs | Apollon Limassol vs Olympiakos Piraeus | D | 1:1 |
| Super League 1 | 08/21/22 13:00 | Regular Season - 1 | Olympiakos Piraeus vs PAS Giannina | W | 2:0 |
| Super League 1 | 08/29/22 10:00 | Regular Season - 2 | Asteras Tripolis vs Olympiakos Piraeus | D | 0:0 |
| Super League 1 | 09/03/22 10:00 | Regular Season - 3 | Olympiakos Piraeus vs Ionikos | W | 3:1 |
| UEFA Europa League | 09/08/22 13:00 | Group Stage - 1 | Nantes vs Olympiakos Piraeus | L | 2:1 |
| Super League 1 | 09/11/22 09:30 | Regular Season - 4 | Olympiakos Piraeus vs Volos NFC | D | 1:1 |
| UEFA Europa League | 09/15/22 10:45 | Group Stage - 2 | Olympiakos Piraeus vs SC Freiburg | L | 0:3 |
| Super League 1 | 09/18/22 11:00 | Regular Season - 5 | Aris Thessalonikis vs Olympiakos Piraeus | L | 2:1 |
| Super League 1 | 10/02/22 07:00 | Regular Season - 6 | Olympiakos Piraeus vs Atromitos | W | 2:0 |
| UEFA Europa League | 10/06/22 13:00 | Group Stage - 3 | Olympiakos Piraeus vs Qarabag | L | 0:3 |
| Super League 1 | 10/09/22 07:00 | Regular Season - 7 | OFI vs Olympiakos Piraeus | W | 1:2 |
| UEFA Europa League | 10/13/22 10:45 | Group Stage - 4 | Qarabag vs Olympiakos Piraeus | D | 0:0 |
| Super League 1 | 10/17/22 11:00 | Regular Season - 8 | Olympiakos Piraeus vs PAOK | L | 1:2 |
| Super League 1 | 10/22/22 10:30 | Regular Season - 9 | Panetolikos vs Olympiakos Piraeus | W | 0:2 |
| UEFA Europa League | 10/27/22 13:00 | Group Stage - 5 | SC Freiburg vs Olympiakos Piraeus | D | 1:1 |
| Super League 1 | 10/30/22 08:00 | Regular Season - 10 | Olympiakos Piraeus vs Lamia | W | 2:0 |
| UEFA Europa League | 11/03/22 11:45 | Group Stage - 6 | Olympiakos Piraeus vs Nantes | L | 0:2 |
| Super League 1 | 11/06/22 11:30 | Regular Season - 11 | Panathinaikos vs Olympiakos Piraeus | D | 1:1 |
| Super League 1 | 11/09/22 12:00 | Regular Season - 12 | Levadiakos vs Olympiakos Piraeus | W | 0:1 |
| Super League 1 | 11/13/22 11:30 | Regular Season - 13 | Olympiakos Piraeus vs AEK Athens FC | D | 0:0 |
| Friendlies Clubs | 12/01/22 09:00 | Club Friendlies 3 | Huddersfield vs Olympiakos Piraeus | W | 0:2 |
| Friendlies Clubs | 12/04/22 08:00 | Club Friendlies 3 | Olympiakos Piraeus vs Standard Liege | D | 3:3 |
| Friendlies Clubs | 12/10/22 11:00 | Club Friendlies 3 | Olympiakos Piraeus vs Nottingham Forest | W | 1:0 |
| Cup | 12/15/22 11:30 | Round of 16 | Olympiakos Piraeus vs Atromitos | W | 4:1 |
| Super League 1 | 12/21/22 12:00 | Regular Season - 14 | PAS Giannina vs Olympiakos Piraeus | D | 2:2 |
| Super League 1 | 12/28/22 10:00 | Regular Season - 15 | Olympiakos Piraeus vs Asteras Tripolis | W | 5:0 |
| Super League 1 | 01/03/23 13:30 | Regular Season - 16 | Ionikos vs Olympiakos Piraeus | W | 0:2 |
| Super League 1 | 01/08/23 08:00 | Regular Season - 17 | Volos NFC vs Olympiakos Piraeus | W | 0:4 |
| Cup | 01/11/23 13:00 | Round of 16 | Atromitos vs Olympiakos Piraeus | D | 2:2 |
| Super League 1 | 01/15/23 11:30 | Regular Season - 18 | Olympiakos Piraeus vs Aris Thessalonikis | W | 1:0 |
| Cup | 01/18/23 11:00 | Quarter-finals | Olympiakos Piraeus vs Aris Thessalonikis | W | 1:0 |
| Super League 1 | 01/22/23 12:30 | Regular Season - 19 | Atromitos vs Olympiakos Piraeus | D | 1:1 |
| Cup | 01/25/23 11:30 | Quarter-finals | Aris Thessalonikis vs Olympiakos Piraeus | W | 0:1 |
| Super League 1 | 01/29/23 08:00 | Regular Season - 20 | Olympiakos Piraeus vs OFI | W | 2:1 |
| Super League 1 | 02/05/23 12:30 | Regular Season - 21 | PAOK vs Olympiakos Piraeus | D | 0:0 |
| Cup | 02/09/23 12:30 | Semi-finals | AEK Athens FC vs Olympiakos Piraeus | L | 3:0 |
| Super League 1 | 02/13/23 13:00 | Regular Season - 22 | Olympiakos Piraeus vs Panetolikos | W | 6:1 |
| Super League 1 | 02/19/23 08:00 | Regular Season - 23 | Lamia vs Olympiakos Piraeus | W | 0:3 |
| Super League 1 | 02/25/23 12:30 | Regular Season - 24 | Olympiakos Piraeus vs Panathinaikos | D | 0:0 |
| Super League 1 | 03/05/23 08:00 | Regular Season - 25 | Olympiakos Piraeus vs Levadiakos | W | 6:0 |
| Super League 1 | 03/12/23 11:00 | Regular Season - 26 | AEK Athens FC vs Olympiakos Piraeus | W | 1:3 |
| Super League 1 | 03/19/23 09:30 | Championship Round - 1 | Volos NFC vs Olympiakos Piraeus | W | 0:3 |
| Super League 1 | 04/02/23 12:00 | Championship Round - 2 | Olympiakos Piraeus vs Aris Thessalonikis | D | 2:2 |
| Super League 1 | 04/05/23 12:00 | Championship Round - 3 | Olympiakos Piraeus vs PAOK | W | 3:1 |
| Super League 1 | 04/09/23 12:00 | Championship Round - 4 | Panathinaikos vs Olympiakos Piraeus | L | 2:0 |
| Cup | 04/12/23 10:30 | Semi-finals | Olympiakos Piraeus vs AEK Athens FC | W | 2:1 |
| Super League 1 | 04/23/23 12:00 | Championship Round - 5 | Olympiakos Piraeus vs AEK Athens FC | L | 1:3 |
| Super League 1 | 04/26/23 10:00 | Championship Round - 6 | Aris Thessalonikis vs Olympiakos Piraeus | L | 2:1 |
| Super League 1 | 04/30/23 11:00 | Championship Round - 7 | Olympiakos Piraeus vs Volos NFC | W | 5:0 |
| Super League 1 | 05/03/23 11:00 | Championship Round - 8 | AEK Athens FC vs Olympiakos Piraeus | D | 0:0 |
| Super League 1 | 05/08/23 12:00 | Championship Round - 9 | Olympiakos Piraeus vs Panathinaikos | W | 1:0 |
| Super League 1 | 05/14/23 11:00 | Championship Round - 10 | PAOK vs Olympiakos Piraeus | W | 0:1 |
| Friendlies Clubs | 07/08/23 09:00 | Club Friendlies 3 | Olympiakos Piraeus vs Slovácko | W | 2:1 |
| Friendlies Clubs | 07/14/23 03:45 | Club Friendlies 3 | FC Nordsjaelland vs Olympiakos Piraeus | D | 1:1 |
| Friendlies Clubs | 07/19/23 04:00 | Club Friendlies 3 | Olympiakos Piraeus vs Sabah FA | D | 1:1 |
| Friendlies Clubs | 07/26/23 12:45 | Club Friendlies 3 | Rangers vs Olympiakos Piraeus | W | 1:3 |
| Friendlies Clubs | 07/29/23 08:00 | Club Friendlies 3 | Norwich vs Olympiakos Piraeus | L | 2:0 |
| UEFA Europa League | 08/10/23 13:00 | 3rd Qualifying Round | Olympiakos Piraeus vs Genk | W | 1:0 |
| UEFA Europa League | 08/17/23 12:00 | 3rd Qualifying Round | Genk vs Olympiakos Piraeus | D | 1:1 |
| Super League 1 | 08/20/23 13:00 | Regular Season - 1 | Olympiakos Piraeus vs Panserraikos | W | 2:0 |
| UEFA Europa League | 08/24/23 13:00 | Play-offs | Olympiakos Piraeus vs Cukaricki | W | 3:1 |
| Super League 1 | 08/27/23 12:30 | Regular Season - 2 | Olympiakos Piraeus vs Atromitos | W | 4:0 |
