| 1. Round | 13/07/2019 | FK Rostov [U20] | - | FK Orenburg [U20] | 2:1 | ||||
| 3. Round | 28/07/2019 | Arsenal Tula [U20] | - | FK Rostov [U20] | 7:0 |  |
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| 4. Round | 02/08/2019 | FK Ural [U20] | - | FK Rostov [U20] | 0:1 | ||||
| 5. Round | 12/08/2019 | FK Rostov [U20] | - | Krylia Sovetov [U20] | 1:3 | ||||
| 6. Round | 18/08/2019 | FK Ufa [U20] | - | FK Rostov [U20] | 1:4 |  |
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| 7. Round | 24/08/2019 | FK Rostov [U20] | - | Rubin Kazan [U20] | 0:0 | ||||
| 8. Round | 31/08/2019 | Lokomotiv Moskva [U20] | - | FK Rostov [U20] | 2:3 | ||||
| 9. Round | 16/09/2019 | FK Rostov [U20] | - | Akhmat Grozny [U20] | 4:3 | ||||
| 10. Round | 20/09/2019 | FK Tambov [U20] | - | FK Rostov [U20] | 1:1 | ||||
| 11. Round | 27/09/2019 | FK Rostov [U20] | - | Dinamo Moskva [U20] | 1:3 | |
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| 12. Round | 06/10/2019 | CSKA Moskva [U20] | - | FK Rostov [U20] | 3:1 | ||||
| 13. Round | 18/10/2019 | Zenit St. Petersburg [U20] | - | FK Rostov [U20] | 4:1 | ||||
| 14. Round | 25/10/2019 | FK Rostov [U20] | - | FK Sochi [U20] | 2:3 | |
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| 15. Round | 02/11/2019 | FK Krasnodar [U20] | - | FK Rostov [U20] | 1:0 | ||||
| 18. Round | 29/11/2019 | FK Rostov [U20] | - | FK Ural [U20] | 2:2 | |
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| 19. Round | 07/12/2019 | Spartak Moskva [U20] | - | FK Rostov [U20] | 2:1 |
Belarus