1. Round | 13/07/2019 | FK Rostov | - | FK Orenburg | 2:1 | ||||
2. Round | 20/07/2019 | CSKA Moskva | - | FK Orenburg | 2:1 | ||||
5. Round | 10/08/2019 | FK Orenburg | - | FK Tambov | 2:2 | ||||
6. Round | 16/08/2019 | FK Orenburg | - | FK Sochi | 1:1 | ||||
7. Round | 25/08/2019 | Arsenal Tula | - | FK Orenburg | 2:1 | ||||
8. Round | 31/08/2019 | FK Ufa | - | FK Orenburg | 1:2 | ||||
10. Round | 22/09/2019 | FK Orenburg | - | Lokomotiv Moskva | 2:3 | ||||
14. Round | 27/10/2019 | FK Krasnodar | - | FK Orenburg | 1:1 | ||||
15. Round | 04/11/2019 | FK Ural | - | FK Orenburg | 1:2 | ||||
19. Round | 07/12/2019 | FK Tambov | - | FK Orenburg | 3:0 |