| Slovenia U19 League | 2022/08/20 17:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | W | 1-3 |
| Slovenia U19 League | 2022/03/06 14:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | L | 3-2 |
| Slovenia U19 League | 2021/05/01 10:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | W | 0-2 |
| Slovenia U19 League | 2023/02/25 14:00 | NK Krka U19 v Olimpija Ljubljana U19 | D | 1-1 |
| Slovenia U19 League | 2022/11/27 12:30 | Olimpija Ljubljana U19 v NK Aluminij U19 | W | 3-2 |
| Slovenia U19 League | 2022/11/05 13:00 | NK Radomlje U19 v Olimpija Ljubljana U19 | W | 0-1 |
| Slovenia U19 League | 2022/10/08 11:30 | Olimpija Ljubljana U19 v NK Domzale U19 | L | 1-3 |
| Slovenia U19 League | 2022/10/01 11:30 | NK Nafta 1903 U19 v Olimpija Ljubljana U19 | D | 2-2 |
| Slovenia U19 League | 2022/08/20 17:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | W | 1-3 |
| Slovenia U19 League | 2022/08/17 15:00 | Olimpija Ljubljana U19 v NK Krka U19 | W | 6-3 |
| Europe Friendlies | 2022/06/09 15:00 | Olimpija Ljubljana U19 v Vardar Skopje U19 | L | 1-2 |
| Slovenia U19 League | 2022/10/30 13:00 | NK Brinje Grosuplje U19 v ND Ilirija U19 | L | 0-4 |
| Slovenia U19 League | 2022/10/26 16:30 | NK Brinje Grosuplje U19 v NK Aluminij U19 | L | 0-2 |
| Slovenia U19 League | 2022/10/16 13:30 | NK Krka U19 v NK Brinje Grosuplje U19 | D | 0-0 |
| Slovenia U19 League | 2022/10/09 11:30 | NK Radomlje U19 v NK Brinje Grosuplje U19 | W | 2-3 |
| Slovenia U19 League | 2022/09/11 11:30 | NK Maribor U19 v NK Brinje Grosuplje U19 | W | 1-2 |
| Slovenia U19 League | 2022/09/03 11:30 | NK Brinje Grosuplje U19 v FC Koper U19 | W | 4-3 |
| Slovenia U19 League | 2022/08/20 17:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | L | 1-3 |
| Slovenia U19 League | 2022/08/17 15:00 | NK Nafta 1903 U19 v NK Brinje Grosuplje U19 | L | 5-1 |