| 6. Jornada | 15.08.2019 | FK Orenburg [Sub 20] | - | FK Sochi [Sub 20] | 2:1 | ||||
| 7. Jornada | 24.08.2019 | Arsenal Tula [Sub 20] | - | FK Orenburg [Sub 20] | 2:1 | ||||
| 10. Jornada | 21.09.2019 | FK Orenburg [Sub 20] | - | Lokomotiv Moskva [Sub 20] | 1:2 | ||||
| 11. Jornada | 28.09.2019 | Spartak Moskva [Sub 20] | - | FK Orenburg [Sub 20] | 1:0 | ||||
| 13. Jornada | 19.10.2019 | FK Orenburg [Sub 20] | - | Krylia Sovetov [Sub 20] | 0:1 | ||||
| 15. Jornada | 03.11.2019 | FK Ural [Sub 20] | - | FK Orenburg [Sub 20] | 1:1 | ||||
| 16. Jornada | 09.11.2019 | FK Orenburg [Sub 20] | - | FK Ufa [Sub 20] | 3:0 | ||||
| 17. Jornada | 22.11.2019 | FK Orenburg [Sub 20] | - | Akhmat Grozny [Sub 20] | 3:1 |
Rusia