Russian Cup 2023/24, 1/128 finals |
 | 23.08.2023 | | FK Chertanovo (Moscow) | – | Dynamo (Kirov) | | 0:1 (0:1) |
| Moscow |
Russian Cup 2022/23, 1/256 finals |
| 17.08.2022 | | 2DROTS (Moscow) | – | FK Chertanovo (Moscow) | | 3:0 (0:0) |
| Khimki |
Russian Cup 2021/22, 1/128 finals |
| 28.07.2021 | | Dynamo (Vladivostok) | – | FK Chertanovo (Moscow) | | 2:1 (1:0) |
| Moscow |
Russian Cup 2020/21, Elite Group Round, Group 4 |
| 21.10.2020 | | FK Chertanovo (Moscow) | – | FK Ufa (Ufa) | | 0:4 (0:1) |
| Moscow |
Russian Cup 2020/21, Elite Group Round, Group 4 |
| 01.10.2020 | | Leningradets (Leningrad Oblast) | – | FK Chertanovo (Moscow) | | 0:0,
pen. 6:5 |
| Roshchino |
Russian Cup 2020/21, 1/64 finals |
| 26.08.2020 | | Akron (Tolyatti) | – | FK Chertanovo (Moscow) | | 0:1 (0:1) |
| Zhigulyovsk |
Russian Cup 2019/20, 1/16 finals |
| 25.09.2019 | | FK Chertanovo (Moscow) | – | FK Orenburg (Orenburg) | | 0:2 aet
(0:0, 0:0) |
| Moscow |
Russian Cup 2019/20, 1/32 finals |
| 21.08.2019 | | FK Ryazan (Ryazan) | – | FK Chertanovo (Moscow) | | 1:4 (0:2) |
| Ryazan |
Russian Cup 2018/19, 1/32 finals |
| 22.08.2018 | | Luki-Energiya (Velikiye Luki) | – | FK Chertanovo (Moscow) | | 0:0 aet,
pen. 5:4 |
| Velikiye Luki |
Russian Cup 2017/18, 1/32 finals |
| 23.08.2017 | | FK Chertanovo (Moscow) | – | Dynamo (Saint Petersburg) | | 0:2 (0:2) |
| Moscow |
Russian Cup 2017/18, 1/64 finals |
| 07.08.2017 | | Torpedo (Moscow) | – | FK Chertanovo (Moscow) | | 1:2 (0:0) |
| Moscow |
Russian Cup 2017/18, 1/128 finals |
| 23.07.2017 | | FK Chertanovo (Moscow) | – | FK Strogino (Moscow) | | 2:1 (0:0) |
| Moscow |
Russian Cup 2016/17, 1/128 finals |
| 24.07.2016 | | FK Dolgoprudny (Dolgoprudny) | – | FK Chertanovo (Moscow) | | 1:0 (0:0) |
| Dolgoprudny |
Russian Cup 2016/17, 1/256 finals |
| 15.07.2016 | | FK Chertanovo (Moscow) | – | FK Kolomna (Kolomna) | | 3:2 aet
(1:1, 2:2) |
| Moscow |
Russian Cup 2015/16, 1/128 finals |
| 24.07.2015 | | Metallurg (Lipetsk) | – | FK Chertanovo (Moscow) | | 5:1 (1:0) |
| Lipetsk |
Russian Cup 2015/16, 1/256 finals |
| 15.07.2015 | | FK Chertanovo (Moscow) | – | FK Kaluga (Kaluga) | | 4:0 (1:0) |
| Moscow |
Russian Cup 1997/98, 1/256 finals |
| 05.05.1997 | | FK Chertanovo (Moscow) | – | Asmaral (Moscow) | | 3:4 (2:3) |
| Moscow |
Russian Cup 1996/97, 1/256 finals |
| 22.04.1996 | | FK Chertanovo (Moscow) | – | Krasnogvardeyets (Moscow) | | 1:2 (0:2) |
| Moscow |
Russian Cup 1994/95, 1/256 finals |
| 09.05.1994 | | FK Chertanovo (Moscow) | – | Mosenergo (Moscow) | | 1:1 aet
(0:0),
pen. 4:5 |
| Moscow |
Russian Cup 1993/94, 1/128 finals |
| 18.04.1993 | | SUO (Moscow) | – | Oka (Kolomna) | | 2:4 (1:0) |
| Moscow Children's City in Luzhniki |
