[3] Olympiakos U19 3-0 Xanthi U19 [9] 2020-02-01 10:00
Stadium: Olympiacos FC Training Centre Round: 22
Head to Head
| Greece Super League U19 | 2019/11/02 10:30 | Xanthi U19 v Olympiakos U19 | W | 1-3 |
| Greece Super League U19 | 2019/04/13 09:00 | Olympiakos U19 v Xanthi U19 | W | 2-0 |
| Greece Super League U19 | 2018/12/08 09:00 | Xanthi U19 v Olympiakos U19 | D | 0-0 |
Home History
| Greece Super League U19 | 2020/01/25 09:30 | AEK Athens U19 v Olympiakos U19 | W | 0-2 |
| Greece Super League U19 | 2020/01/18 11:00 | Olympiakos U19 v Aris Thessaloniki U19 | W | 1-0 |
| Greece Super League U19 | 2020/01/12 12:00 | Lamia U19 v Olympiakos U19 | W | 1-3 |
| Greece Super League U19 | 2020/01/07 13:00 | Olympiakos U19 v Atromitos U19 | D | 2-2 |
| Greece Super League U19 | 2019/12/21 10:30 | Volos Nps U19 v Olympiakos U19 | W | 1-4 |
| Greece Super League U19 | 2019/12/15 12:00 | Asteras Tripolis U19 v Olympiakos U19 | D | 0-0 |
| UEFA Youth League | 2019/12/11 15:00 | Olympiakos U19 v Crvena Zvezda U19 | L | 0-1 |
| Greece Super League U19 | 2019/12/07 09:30 | Panetolikos U19 v Olympiakos U19 | D | 1-1 |
Away History
| Greece Super League U19 | 2020/01/26 09:00 | Xanthi U19 v OFI Crete U19 | W | 2-1 |
| Greece Super League U19 | 2020/01/19 09:30 | Xanthi U19 v Panathinaikos U19 | L | 1-4 |
| Greece Super League U19 | 2020/01/11 12:00 | Volos Nps U19 v Xanthi U19 | D | 2-2 |
| Greece Super League U19 | 2019/12/21 08:30 | Asteras Tripolis U19 v Xanthi U19 | L | 1-0 |
| Greece Super League U19 | 2019/12/15 11:00 | Xanthi U19 v AEK Athens U19 | L | 0-1 |
| Greece Super League U19 | 2019/12/07 11:30 | PAOK Salonika U19 v Xanthi U19 | L | 2-0 |
| Greece Super League U19 | 2019/12/01 12:00 | Xanthi U19 v Atromitos U19 | W | 1-0 |
| Greece Super League U19 | 2019/11/23 09:30 | Lamia U19 v Xanthi U19 | D | 2-2 |