| 6. Jornada | 15.08.2019 | FK Orenburg [Sub 20] | - | FK Sochi [Sub 20] | 2:1 | ||||
| 8. Jornada | 30.08.2019 | FK Ufa [Sub 20] | - | FK Orenburg [Sub 20] | 1:1 |  |
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| 9. Jornada | 14.09.2019 | FK Orenburg [Sub 20] | - | Rubin Kazan [Sub 20] | 0:1 | ||||
| 11. Jornada | 28.09.2019 | Spartak Moskva [Sub 20] | - | FK Orenburg [Sub 20] | 1:0 | ||||
| 12. Jornada | 04.10.2019 | FK Orenburg [Sub 20] | - | Dinamo Moskva [Sub 20] | 1:3 | ||||
| 14. Jornada | 27.10.2019 | FK Krasnodar [Sub 20] | - | FK Orenburg [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 | ||||
| 18. Jornada | 30.11.2019 | FK Sochi [Sub 20] | - | FK Orenburg [Sub 20] | 3:1 | ||||
| 20. Jornada | 29.02.2020 | Krylia Sovetov [Sub 20] | - | FK Orenburg [Sub 20] | 3:1 | ||||
| 21. Jornada | 06.03.2020 | FK Orenburg [Sub 20] | - | Arsenal Tula [Sub 20] | 1:5 |
Rusia