1. Round | 14/07/2019 | Krylia Sovetov | - | CSKA Moskva | 2:0 | ||||
2. Round | 20/07/2019 | Krylia Sovetov | - | Arsenal Tula | 2:3 | ||||
3. Round | 27/07/2019 | FK Ufa | - | Krylia Sovetov | 2:1 | ||||
4. Round | 03/08/2019 | Krylia Sovetov | - | Lokomotiv Moskva | 1:2 | ||||
5. Round | 12/08/2019 | FK Rostov | - | Krylia Sovetov | 1:0 | ||||
6. Round | 17/08/2019 | FK Ural | - | Krylia Sovetov | 1:3 | ||||
7. Round | 25/08/2019 | Krylia Sovetov | - | Spartak Moskva | 1:2 | ||||
8. Round | 30/08/2019 | Krylia Sovetov | - | Dinamo Moskva | 0:0 | ||||
9. Round | 15/09/2019 | FK Krasnodar | - | Krylia Sovetov | 4:2 | ||||
10. Round | 21/09/2019 | Akhmat Grozny | - | Krylia Sovetov | 1:1 | ||||
11. Round | 28/09/2019 | Krylia Sovetov | - | FK Tambov | 2:0 | ||||
12. Round | 05/10/2019 | FK Sochi | - | Krylia Sovetov | 0:2 | ||||
13. Round | 20/10/2019 | FK Orenburg | - | Krylia Sovetov | 0:1 | ||||
14. Round | 27/10/2019 | Krylia Sovetov | - | Zenit St. Petersburg | 0:2 | ||||
15. Round | 04/11/2019 | Krylia Sovetov | - | Rubin Kazan | 0:0 | ||||
16. Round | 09/11/2019 | Spartak Moskva | - | Krylia Sovetov | 2:0 | ||||
17. Round | 24/11/2019 | CSKA Moskva | - | Krylia Sovetov | 1:0 | ||||
19. Round | 08/12/2019 | Krylia Sovetov | - | FK Ural | 2:3 |