| 1. Jornada | 13.07.2019 | FK Rostov [Sub 20] | - | FK Orenburg [Sub 20] | 2:1 | ||||
| 2. Jornada | 20.07.2019 | CSKA Moskva [Sub 20] | - | FK Orenburg [Sub 20] | 2:0 | ||||
| 3. Jornada | 27.07.2019 | FK Orenburg [Sub 20] | - | Zenit St. Petersburg [Sub 20] | 0:1 | ||||
| 4. Jornada | 05.08.2019 | Akhmat Grozny [Sub 20] | - | FK Orenburg [Sub 20] | 2:1 |  |
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| 5. Jornada | 09.08.2019 | FK Orenburg [Sub 20] | - | FK Tambov [Sub 20] | 0:1 | ||||
| 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 |  |
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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 |
Rusia