| Slovenia U19 League | 2022/04/23 11:00 | Olimpija Ljubljana U19 v NK Radomlje U19 | D | 1-1 |
| Slovenia U19 League | 2019/05/05 15:00 | NK Radomlje U19 v Olimpija Ljubljana U19 | W | 2-0 |
| Slovenia U19 League | 2018/11/21 13:00 | Olimpija Ljubljana U19 v NK Radomlje U19 | L | 5-0 |
| Slovenia U19 League | 2022/10/01 13:00 | NK Krka U19 v NK Radomlje U19 | W | 1-4 |
| Slovenia U19 League | 2022/09/10 11:30 | NK Radomlje U19 v NK Aluminij U19 | W | 2-0 |
| Slovenia U19 League | 2022/09/03 11:30 | NK Domzale U19 v NK Radomlje U19 | L | 5-2 |
| Slovenia U19 League | 2022/08/28 11:30 | ND Gorica U19 v NK Radomlje U19 | W | 0-4 |
| Slovenia U19 League | 2022/08/21 15:00 | NK Radomlje U19 v NK Maribor U19 | W | 3-1 |
| Slovenia U19 League | 2022/08/17 16:30 | FC Koper U19 v NK Radomlje U19 | W | 1-2 |
| Slovenia U19 League | 2022/08/13 09:30 | NK Radomlje U19 v NK Bravo U19 | W | 3-1 |
| Slovenia U19 League | 2022/05/14 12:00 | NK Radomlje U19 v NK Brinje Grosuplje U19 | D | 2-2 |
| 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 |
| 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 |