Russian Cup 2023/24, 1/128 finals |
 | 23.08.2023 | | SKA (Rostov-on-Don) | – | Chaika (Peschanokopskoye) | | 2:1 (1:0) |
| Rostov-on-Don |
Russian Cup 2022/23, 1/128 finals |
| 31.08.2022 | | Chaika (Peschanokopskoye) | – | Kuban-Holding (Pavlovskaya) | | 1:1 (0:1),
pen. 1:3 |
| Peschanokopskoye |
Russian Cup 2021/22, 1/8 finals |
| 03.03.2022 | | Baltika (Kaliningrad) | – | Chaika (Peschanokopskoye) | | 3:0 (0:0) |
| Kaliningrad |
Russian Cup 2021/22, Elite Group Round, Group 5 |
| 22.09.2021 | | Chaika (Peschanokopskoye) | – | FK Rostov (Rostov-on-Don) | | 1:0 (1:0) |
| Rostov-on-Don |
Russian Cup 2021/22, Elite Group Round, Group 5 |
| 26.08.2021 | | Chaika (Peschanokopskoye) | – | Torpedo (Moscow) | | 1:0 (1:0) |
| Rostov-on-Don |
Russian Cup 2021/22, 1/64 finals |
| 11.08.2021 | | Forte (Taganrog) | – | Chaika (Peschanokopskoye) | | 1:1 (0:0),
pen. 6:7 |
| Taganrog |
Russian Cup 2021/22, 1/128 finals |
| 28.07.2021 | | Chaika (Peschanokopskoye) | – | Avangard (Kursk) | | 2:0 (0:0) * |
| Rostov-on-Don |
Russian Cup 2020/21, 1/64 finals |
| 26.08.2020 | | Chaika (Peschanokopskoye) | – | Tekstilshchik (Ivanovo) | | 0:2 (0:1) |
| Peschanokopskoye |
Russian Cup 2019/20, 1/16 finals |
| 25.09.2019 | | Chaika (Peschanokopskoye) | – | FK Ufa (Ufa) | | 0:1 (0:1) |
| Peschanokopskoye |
Russian Cup 2019/20, 1/32 finals |
| 21.08.2019 | | Inter (Cherkessk) | – | Chaika (Peschanokopskoye) | | 2:5 (1:3) |
| Lermontov |
Russian Cup 2018/19, 1/16 finals |
| 26.09.2018 | | Chaika (Peschanokopskoye) | – | Anzhi (Makhachkala) | | 1:2 (0:1) |
| Peschanokopskoye |
Russian Cup 2018/19, 1/32 finals |
| 22.08.2018 | | Chaika (Peschanokopskoye) | – | FK Armavir (Armavir) | | 2:0 (0:0) |
| Peschanokopskoye |
Russian Cup 2018/19, 1/64 finals |
| 07.08.2018 | | Spartak (Vladikavkaz) | – | Chaika (Peschanokopskoye) | | 1:3 (0:2) |
| Vladikavkaz |
Russian Cup 2018/19, 1/128 finals |
| 30.07.2018 | | Chaika (Peschanokopskoye) | – | SKA (Rostov-on-Don) | | 5:0 (3:0) |
| Peschanokopskoye |
Russian Cup 2017/18, 1/128 finals |
| 24.07.2017 | | Chaika (Peschanokopskoye) | – | Afips (Afipsky) | | 0:1 (0:1) |
| Peschanokopskoye |
Russian Cup 2017/18, 1/256 finals |
| 15.07.2017 | | Viktor Ponedelnik Football Academy | – | Chaika (Peschanokopskoye) | | 0:4 (0:3) |
| Bataysk |
Russian Cup 2016/17, 1/128 finals |
| 24.07.2016 | | Chaika (Peschanokopskoye) | – | Chernomorets (Novorossiysk) | | 0:1 (0:0) |
| Peschanokopskoye |
Russian Cup 2016/17, 1/256 finals |
| 16.07.2016 | | FK Sochi (Sochi) | – | Chaika (Peschanokopskoye) | | 0:1 (0:0) |
| Sochi |
