| Slovenia U19 League | 2019/05/05 15:00 | NK Radomlje U19 v Olimpija Ljubljana U19 | L | 2-0 |
| Slovenia U19 League | 2018/11/21 13:00 | Olimpija Ljubljana U19 v NK Radomlje U19 | W | 5-0 |
| Slovenia U19 League | 2022/04/19 14:00 | NK Bravo U19 v Olimpija Ljubljana U19 | L | 3-0 |
| Slovenia U19 League | 2022/03/09 14:00 | NK Noga Triglav U19 v Olimpija Ljubljana U19 | L | 6-0 |
| Slovenia U19 League | 2022/03/06 14:00 | NK Brinje Grosuplje U19 v Olimpija Ljubljana U19 | L | 3-2 |
| 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 | 2022/04/10 11:00 | NS Mura U19 v NK Radomlje U19 | W | 2-3 |
| Slovenia U19 League | 2022/03/12 14:00 | ND Ilirija U19 v NK Radomlje U19 | D | 0-0 |
| Slovenia U19 League | 2022/03/07 13:30 | NK Radomlje U19 v NK Celje U19 | D | 0-0 |
| Slovenia U19 League | 2022/02/26 13:30 | NK Radomlje U19 v NK Bravo U19 | W | 4-1 |
| Slovenia U19 League | 2021/10/23 12:00 | NK Maribor U19 v NK Radomlje U19 | D | 2-2 |
| Slovenia U19 League | 2021/09/25 14:00 | NK Noga Triglav U19 v NK Radomlje U19 | L | 2-1 |
| Slovenia U19 League | 2021/08/22 15:00 | NK Celje U19 v NK Radomlje U19 | L | 3-2 |
| Slovenia U19 League | 2021/08/18 15:00 | NK Bravo U19 v NK Radomlje U19 | W | 1-2 |