[3] Red Star Belgrade U19 2-1 Olympiakos U19 [1] 2019-10-01 14:00
Round: 2
Home Manager: Bratislav Zivkovic Away Manager: Ricardo Martins Peres
Home History
| Serbia U19 League | 2019/09/23 09:00 | Crvena Zvezda U19 v Mladost Lucani U19 | W | 2-1 |
| UEFA Youth League | 2019/09/18 14:00 | Bayern Munich U19 v Crvena Zvezda U19 | D | 0-0 |
| Serbia U19 League | 2019/09/12 10:00 | Radnicki Nis U19 v Crvena Zvezda U19 | W | 0-5 |
| Serbia U19 League | 2019/08/24 08:00 | Cukaricki U19 v Crvena Zvezda U19 | D | 0-0 |
| Serbia U19 League | 2019/08/17 08:00 | Crvena Zvezda U19 v Vojvodina U19 | W | 2-0 |
| Serbia U19 League | 2019/08/14 08:00 | TSC Backa Topola U19 v Crvena Zvezda U19 | W | 1-5 |
| Serbia U19 League | 2019/08/10 09:00 | Crvena Zvezda U19 v FK Spartak Zdrepceva Krv U19 | W | 3-0 |
| Serbia U19 League | 2019/08/03 09:00 | Crvena Zvezda U19 v Partizan Belgrade U19 | D | 1-1 |
Away History
| Greece Super League U19 | 2019/09/27 12:00 | Olympiakos U19 v Lamia U19 | W | 3-1 |
| Greece Super League U19 | 2019/09/22 10:00 | Panathinaikos U19 v Olympiakos U19 | L | 3-0 |
| UEFA Youth League | 2019/09/18 12:00 | Olympiakos U19 v Tottenham U19 | D | 1-1 |
| Greece Super League U19 | 2019/09/13 12:00 | Olympiakos U19 v Volos Nps U19 | W | 3-1 |
| Greece Super League U19 | 2019/08/31 07:30 | AE Larissa U19 v Olympiakos U19 | W | 1-4 |
| Greece Super League U19 | 2019/08/25 14:30 | Olympiakos U19 v Asteras Tripolis U19 | W | 1-0 |
| Greece Super League U19 | 2019/05/15 14:00 | Panathinaikos U19 v Olympiakos U19 | W | 0-1 |
| Greece Super League U19 | 2019/05/11 09:00 | Olympiakos U19 v Levadiakos U19 | W | 2-0 |