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| 25/09/2018 | 11:00 | Dinamo Barnaul | - | FK Orenburg | 0:2 (0:1) | |
| 16:00 | FK Neftekhimik | - | FK Ural | 2:3 (0:1) | ||
| 26/09/2018 | 09:00 | FK Sakhalin | - | Arsenal Tula | 1:2 (0:2) | |
| 10:00 | SKA-Khabarovsk | - | Akhmat Grozny | 2:4 (0:1, 2:2, 3:3) pso | ||
| 15:00 | FC Syzran-2003 | - | FK Rostov | 0:4 (0:2) | ||
| 15:30 | Luki-Energiya Velikiye Luki | - | Enisey Krasnoyarsk | 1:2 (1:1) | ||
| 16:00 | Volgar Astrakhan | - | Zenit St. Petersburg | 0:4 (0:2) | ||
| 16:30 | Chernomorets Novorossisk | - | Spartak Moskva | 0:1 (0:1) | ||
| 17:00 | FK Khimki | - | Rubin Kazan | 0:1 (0:0, 0:0) aet | ||
| 17:00 | FK Chayka | - | Anzhi Makhachkala | 1:2 (0:1) | ||
| 17:00 | Olimpiyets Nizhny Novgorod | - | FK Ufa | 5:3 (0:0, 0:0, 0:0) pso | ||
| 18:15 | Torpedo Moskva | - | Dinamo Moskva | 0:1 (0:1) | ||
| 19:00 | Baltika Kaliningrad | - | Lokomotiv Moskva | 2:3 (1:1, 2:2) aet | ||
| 27/09/2018 | 15:00 | Avangard Kursk | - | FK Krasnodar | 0:2 (0:1) | |
| 17:30 | FK Tambov | - | Krylia Sovetov | 1:2 (1:0, 1:1) aet | ||
| 10/10/2018 | 15:00 | FK Tyumen | - | CSKA Moskva | 3:0 (0:0, 0:0, 1:1) pso |
