| Slovenia - Liga U19 | 2023/09/15 14:00 | NK Nafta 1903 U19 v Olimpija Ljubljana U19 | W | 1-2 |
| Slovenia - Liga U19 | 2023/04/16 11:30 | Olimpija Ljubljana U19 v NK Nafta 1903 U19 | W | 3-0 |
| Slovenia - Liga U19 | 2022/10/01 11:30 | NK Nafta 1903 U19 v Olimpija Ljubljana U19 | D | 2-2 |
| Slovenia - Liga U19 | 2024/03/15 16:00 | NK Rudar Velenje U19 v Olimpija Ljubljana U19 | W | 0-4 |
| Slovenia - Liga U19 | 2024/02/25 13:00 | Olimpija Ljubljana U19 v FC Koper U19 | D | 2-2 |
| Slovenia - Liga U19 | 2023/12/08 15:00 | NK Maribor U19 v Olimpija Ljubljana U19 | D | 1-1 |
| Slovenia - Liga U19 | 2023/12/04 12:00 | Olimpija Ljubljana U19 v NK Celje U19 | W | 4-0 |
| Slovenia - Liga U19 | 2023/11/29 12:00 | Olimpija Ljubljana U19 v NK Aluminij U19 | W | 3-0 |
| Slovenia - Liga U19 | 2023/10/22 13:00 | Olimpija Ljubljana U19 v NK Brinje Grosuplje U19 | W | 1-0 |
| Slovenia - Liga U19 | 2023/10/16 13:00 | NK Krka U19 v Olimpija Ljubljana U19 | D | 0-0 |
| Slovenia - Liga U19 | 2023/10/06 13:30 | Olimpija Ljubljana U19 v NS Mura U19 | W | 2-1 |
| Slovenia - Liga U19 | 2024/03/04 12:00 | NK Nafta 1903 U19 v ND Gorica U19 | W | 2-1 |
| Slovenia - Liga U19 | 2024/02/25 13:00 | NK Brinje Grosuplje U19 v NK Nafta 1903 U19 | L | 4-1 |
| Slovenia - Liga U19 | 2023/12/09 12:00 | NK Nafta 1903 U19 v NK Krka U19 | W | 6-3 |
| Slovenia - Liga U19 | 2023/12/05 12:00 | NK Nafta 1903 U19 v NK Bravo U19 | D | 1-1 |
| Slovenia - Liga U19 | 2023/12/01 15:00 | NS Mura U19 v NK Nafta 1903 U19 | L | 4-0 |
| Slovenia - Liga U19 | 2023/11/03 13:00 | NK Nafta 1903 U19 v NK Domzale U19 | L | 1-3 |
| Slovenia - Liga U19 | 2023/10/28 10:00 | NK Celje U19 v NK Nafta 1903 U19 | L | 6-0 |
| Slovenia - Liga U19 | 2023/10/22 15:00 | NK Rudar Velenje U19 v NK Nafta 1903 U19 | W | 0-3 |