1. Round | 17/07/2018 | FK Chertanovo | - | Rotor Volgograd | 1:1 | ||||
2. Round | 22/07/2018 | Zenit St. Petersburg 2 | - | FK Chertanovo | 1:2 | ||||
3. Round | 29/07/2018 | FK Chertanovo | - | Baltika Kaliningrad | 3:1 | ||||
4. Round | 04/08/2018 | Olimpiyets Nizhny Novgorod | - | FK Chertanovo | 2:1 | ||||
8. Round | 26/08/2018 | Mordovia Saransk | - | FK Chertanovo | 1:2 | ||||
9. Round | 01/09/2018 | FK Chertanovo | - | FK Tyumen | 4:0 | ||||
10. Round | 08/09/2018 | FK Tambov | - | FK Chertanovo | 2:2 | ||||
11. Round | 15/09/2018 | FK Chertanovo | - | Sibir Novosibirsk | 2:1 | ||||
12. Round | 19/09/2018 | FK Chertanovo | - | Luch Vladivostok | 1:1 | ||||
13. Round | 23/09/2018 | FK Tom Tomsk | - | FK Chertanovo | 3:1 | ||||
14. Round | 30/09/2018 | FK Chertanovo | - | FK Sochi | 2:6 | ||||
16. Round | 13/10/2018 | FK Chertanovo | - | Shinnik Yaroslavl | 0:1 | ||||
18. Round | 24/10/2018 | FK Chertanovo | - | Fakel Voronezh | 2:1 | ||||
28. Round | 24/03/2019 | FK Chertanovo | - | FK Tambov | 0:1 | ||||
37. Round | 19/05/2019 | FK Chertanovo | - | FK Khimki | 2:1 | ||||
38. Round | 25/05/2019 | Rotor Volgograd | - | FK Chertanovo | 1:2 |