[3] Olympiakos U19 5-1 Panserraikos U19 [14] 2023-12-09 10:00
Stadium: Olympiacos FC Training Centre Round: 1
Home History
| Greece Super League U19 | 2023/12/03 10:00 | Volos Nps U19 v Olympiakos U19 | D | 2-2 |
| UEFA Youth League | 2023/11/29 15:00 | Olympiakos U19 v FK Gabala U19 | W | 4-0 |
| Greece Super League U19 | 2023/11/25 09:30 | Olympiakos U19 v Panetolikos U19 | D | 1-1 |
| UEFA Youth League | 2023/11/08 12:00 | FK Gabala U19 v Olympiakos U19 | W | 0-3 |
| Greece Super League U19 | 2023/11/04 10:00 | Olympiakos U19 v PAOK Salonika U19 | L | 1-2 |
| UEFA Youth League | 2023/10/25 18:30 | Lecce U19 v Olympiakos U19 | W | 1-3 |
| Greece Super League U19 | 2023/10/21 09:00 | Olympiakos U19 v Panathinaikos U19 | W | 1-0 |
| Greece Super League U19 | 2023/10/07 09:00 | Olympiakos U19 v Aris Thessaloniki U19 | W | 3-1 |
Away History
| Greece Super League U19 | 2023/12/02 09:00 | Asteras Tripolis U19 v Panserraikos U19 | L | 3-1 |
| Greece Super League U19 | 2023/11/25 13:00 | Panserraikos U19 v PAOK Salonika U19 | L | 0-2 |
| Greece Super League U19 | 2023/11/19 13:00 | Volos Nps U19 v Panserraikos U19 | L | 1-0 |
| Greece Super League U19 | 2023/11/11 10:30 | Atromitos U19 v Panserraikos U19 | L | 5-1 |
| Greece Super League U19 | 2023/11/05 14:00 | Panserraikos U19 v OFI Crete U19 | D | 2-2 |
| Greece Super League U19 | 2023/10/28 10:30 | Panathinaikos U19 v Panserraikos U19 | L | 4-1 |
| Greece Super League U19 | 2023/10/21 11:00 | Panserraikos U19 v Aris Thessaloniki U19 | D | 1-1 |
| Greece Super League U19 | 2023/10/14 11:15 | AE Kifisias U19 v Panserraikos U19 | L | 1-0 |