| Slovenia U19 League | 2022/03/06 14:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | W | 3-2 |
| Slovenia U19 League | 2021/05/01 10:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | L | 0-2 |
| Slovenia U19 League | 2022/08/17 15:00 | NK Nafta 1903 U19 v NK Brinje Grosuplje U19 | L | 5-1 |
| Slovenia U19 League | 2022/08/11 17:00 | NK Brinje Grosuplje U19 v NS Mura U19 | L | 3-4 |
| Slovenia U19 League | 2022/08/06 16:00 | NK Celje U19 v NK Brinje Grosuplje U19 | W | 1-2 |
| Slovenia U19 League | 2022/05/14 12:00 | NK Radomlje U19 v NK Brinje Grosuplje U19 | D | 2-2 |
| Slovenia U19 League | 2022/05/09 15:00 | NK Brinje Grosuplje U19 v NK Bravo U19 | W | 1-0 |
| Slovenia U19 League | 2022/05/05 13:00 | NK Drava Ptuj U19 v NK Brinje Grosuplje U19 | W | 0-5 |
| Slovenia U19 League | 2022/04/23 11:00 | NK Brinje Grosuplje U19 v FC Koper U19 | W | 2-0 |
| Slovenia U19 League | 2022/04/16 10:00 | NK Krka U19 v NK Brinje Grosuplje U19 | D | 2-2 |
| 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 |
| Youth Tournament - 70 mins play | 2022/06/07 13:00 | Crvena Zvezda U19 v Olimpija Ljubljana U19 | L | 4-0 |
| Slovenia U19 League | 2022/05/14 12:00 | NS Mura U19 v Olimpija Ljubljana U19 | L | 3-2 |
| Slovenia U19 League | 2022/05/08 11:00 | Olimpija Ljubljana U19 v NK Aluminij U19 | L | 0-1 |
| Slovenia U19 League | 2022/05/05 15:00 | ND Ilirija U19 v Olimpija Ljubljana U19 | W | 1-2 |
| Slovenia U19 League | 2022/04/23 11:00 | Olimpija Ljubljana U19 v NK Radomlje U19 | D | 1-1 |
| Slovenia U19 League | 2022/04/19 14:00 | NK Bravo U19 v Olimpija Ljubljana U19 | L | 3-0 |