Olympiakos U19 3-0 AC Milan U19 2024-01-15 08:00
Round: 1
Home Manager: Sotiris Sylaidopoulos Away Manager: Ignazio Abate
Home History
| Greece Super League U19 | 2024/01/14 10:00 | Asteras Tripolis U19 v Olympiacos U19 | W | 0-1 |
| Greece Super League U19 | 2023/12/20 11:00 | OFI Crete U19 v Olympiacos U19 | W | 0-3 |
| Greece Super League U19 | 2023/12/16 10:00 | Atromitos U19 v Olympiacos U19 | W | 1-2 |
| Greece Super League U19 | 2023/12/09 10:00 | Olympiacos U19 v Panserraikos U19 | W | 5-1 |
| Greece Super League U19 | 2023/12/03 10:00 | Volos Nps U19 v Olympiacos U19 | D | 2-2 |
| UEFA Youth League | 2023/11/29 15:00 | Olympiacos U19 v FK Gabala U19 | W | 4-0 |
| Greece Super League U19 | 2023/11/25 09:30 | Olympiacos U19 v Panetolikos U19 | D | 1-1 |
| UEFA Youth League | 2023/11/08 12:00 | FK Gabala U19 v Olympiacos U19 | W | 0-3 |
Away History
| Italy Primavera Cup | 2024/01/10 12:00 | Fiorentina U19 v AC Milan U19 | L | 4-2 |
| UEFA Youth League | 2023/12/13 13:00 | Newcastle U19 v AC Milan U19 | L | 3-1 |
| Italy Primavera Cup | 2023/12/06 12:00 | Empoli U19 v AC Milan U19 | W | 0-4 |
| UEFA Youth League | 2023/11/28 13:30 | AC Milan U19 v Borussia Dortmund U19 | W | 4-1 |
| UEFA Youth League | 2023/11/07 13:00 | AC Milan U19 v PSG U19 | W | 3-2 |
| Italy Primavera Cup | 2023/11/01 13:00 | Sampdoria U19 v AC Milan U19 | W | 2-3 |
| UEFA Youth League | 2023/10/25 12:00 | PSG U19 v AC Milan U19 | L | 1-0 |
| UEFA Youth League | 2023/10/04 12:00 | Borussia Dortmund U19 v AC Milan U19 | W | 1-2 |