| Slovenia U19 League | 2021/05/01 10:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | L | 0-2 |
| Slovenia U19 League | 2022/02/26 13:40 | NK Noga Triglav U19 v NK Brinje Grosuplje U19 | L | 2-0 |
| Slovenia U19 League | 2021/10/27 15:00 | NK Brinje Grosuplje U19 v NK Krka U19 | W | 3-2 |
| Slovenia U19 League | 2021/10/23 11:00 | NK Brinje Grosuplje U19 v NK Drava Ptuj U19 | W | 2-1 |
| Slovenia U19 League | 2021/09/18 11:00 | NK Brinje Grosuplje U19 v NK Celje U19 | D | 2-2 |
| Slovenia U19 League | 2021/09/11 09:30 | NK Domzale U19 v NK Brinje Grosuplje U19 | L | 3-0 |
| Slovenia U19 League | 2021/08/29 15:00 | NK Brinje Grosuplje U19 v NK Maribor U19 | L | 1-3 |
| Slovenia U19 League | 2021/08/18 15:00 | NK Brinje Grosuplje U19 v NK Noga Triglav U19 | D | 1-1 |
| Slovenia U19 League | 2021/08/15 11:00 | NS Mura U19 v NK Brinje Grosuplje U19 | W | 0-1 |
| Slovenia U19 League | 2022/02/16 13:30 | NK Maribor U19 v Olimpija Ljubljana U19 | L | 4-1 |
| Slovenia U19 League | 2021/12/04 12:00 | Olimpija Ljubljana U19 v NS Mura U19 | D | 2-2 |
| Slovenia U19 League | 2021/11/24 13:00 | Olimpija Ljubljana U19 v NK Bravo U19 | W | 1-0 |
| Slovenia U19 League | 2021/09/15 14:00 | Olimpija Ljubljana U19 v NK Maribor U19 | W | 2-1 |
| Slovenia U19 League | 2021/09/11 11:00 | Olimpija Ljubljana U19 v FC Koper U19 | W | 4-1 |
| Slovenia U19 League | 2021/08/29 16:00 | NK Krka U19 v Olimpija Ljubljana U19 | W | 0-2 |
| Slovenia U19 League | 2021/08/18 15:00 | NK Domzale U19 v Olimpija Ljubljana U19 | W | 0-1 |
| Slovenia U19 League | 2021/08/07 11:00 | Olimpija Ljubljana U19 v NK Celje U19 | W | 4-1 |