Russian Cup 2022/23, 1/128 finals |
 | 31.08.2022 |  | Biolog-Novokubansk (Progress) | – | Dynamo (Stavropol) | | 2:3 (1:2) |
| Progress |
Russian Cup 2022/23, 1/256 finals |
| 17.08.2022 | | Dynamo (Stavropol) | – | FK Armavir (Armavir) | | 3:0 (1:0) |
| Stavropol |
Russian Cup 2021/22, 1/64 finals |
| 11.08.2021 | | Dynamo (Stavropol) | – | Biolog-Novokubansk (Novokubansk) | | 3:1 (1:1) |
| Stavropol |
Russian Cup 2021/22, 1/128 finals |
| 28.07.2021 | | Dynamo (Stavropol) | – | Kuban-Holding (Pavlovskaya) | | 1:0 (0:0) |
| Stavropol |
Russian Cup 2021/22, 1/256 finals |
| 18.07.2021 | | StavAgrosoyuz (Stavropol Krai) | – | Dynamo (Stavropol) | | 2:4 (1:2) |
| Stavropol |
Russian Cup 2020/21, Elite Group Round, Group 7 |
| 23.09.2020 | | Dynamo (Stavropol) | – | Rotor (Volgograd) | | 3:0 |
| Stavropol |
Russian Cup 2020/21, 1/64 finals |
| 02.09.2020 | | Kuban-Holding (Pavlovskaya) | – | Dynamo (Stavropol) | | 3:4 (0:1) |
| Krasnodar |
Russian Cup 2020/21, 1/128 finals |
| 19.08.2020 | | Dynamo (Stavropol) | – | Spartak-Nalchik (Nalchik) | | 4:1 (1:0) |
| Stavropol |
Russian Cup 2018/19, 1/256 finals |
| 21.07.2018 | | Dynamo (Stavropol) | – | Angusht (Nazran) | | 2:0 (2:0) |
| Stavropol |
Russian Cup 2011/12, 1/256 finals |
| 08.05.2011 | | Mashuk-KMV (Pyatigorsk) | – | Dynamo (Stavropol) | | 1:4 (0:3) |
| Pyatigorsk |
Russian Cup 2010/11, 1/256 finals |
| 26.04.2010 | | Dynamo (Stavropol) | – | FK Krasnodar-2000 (Krasnodar) | | 2:0 (2:0) |
| Stavropol |
Russian Cup 2007/08, 1/128 finals |
| 29.04.2007 | | Dynamo (Stavropol) | – | Torpedo (Volzhskiy) | | 5:0 (4:0) |
| Stavropol |
Russian Cup 2007/08, 1/256 finals |
| 15.04.2007 | | Avtodor (Vladikavkaz) | – | Dynamo (Stavropol) | | 1:2 (0:2) |
| Oktyabrskoye |
Russian Cup 2003/04, 1/64 finals |
| 04.06.2003 | | Dynamo (Stavropol) | – | Shakhtyor (Shakhty) | | 3:1 (0:0) |
| Stavropol |
Russian Cup 2003/04, 1/128 finals |
| 10.05.2003 | | Dynamo (Stavropol) | – | FK Krasnodar-2000 (Krasnodar) | | 5:2 (1:1) |
| Stavropol |
Russian Cup 2003/04, 1/256 finals |
| 15.04.2003 | | Dynamo (Stavropol) | – | Spartak-Kavkaztransgaz (Izobilny) | | 1:0 (1:0) |
| |
Russian Cup 2002/03, 1/256 finals |
| 23.03.2002 | | Spartak-Kavkaztransgaz (Izobilny) | – | Dynamo (Stavropol) | | 1:2 (0:0) |
| Izobilny |
Russian Cup 2000/01, 1/256 finals |
| 18.04.2000 | | Dynamo (Stavropol) | – | Kavkazkabel (Prokhladnyi) | | 4:1 (1:0) |
| Stavropol |
Russian Cup 2000/01, 1/512 finals |
| 29.03.2000 | | Spartak-Kavkaztransgaz (Izobilny) | – | Dynamo (Stavropol) | | 1:2 aet
(0:0, 1:1) |
| Izobilny |
Russian Cup 1999/00, 1/16 finals |
| 12.10.1999 | | Dynamo (Stavropol) | – | Chernomorets (Novorossiysk) | | 2:1 aet
(1:1, 1:1) |
| Stavropol |
Russian Cup 1999/00, 1/32 finals |
| 28.06.1999 | | Dynamo (Stavropol) | – | Volgar-Gazprom (Astrakhan) | | 4:0 (1:0) |
| Stavropol |
Russian Cup 1998/99, 1/64 finals |
| 06.07.1998 | | Dynamo (Stavropol) | – | Torpedo (Taganrog) | | 1:0 (0:0) |
| Stavropol |
Russian Cup 1998/99, 1/128 finals |
| 27.05.1998 | | Torpedo (Armavir) | – | Dynamo (Stavropol) | | 0:3 (0:1) |
| Armavir |
Russian Cup 1997/98, 1/16 finals |
| 13.08.1997 | | Dynamo (Stavropol) | – | Zhemchuzhina (Sochi) | | 3:0 (1:0) |
| Stavropol |
Russian Cup 1997/98, 1/32 finals |
| 06.07.1997 | | Dynamo (Stavropol) | – | Druzhba (Maykop) | | 5:3 (0:1) |
| Stavropol |
Russian Cup 1997/98, 1/64 finals |
| 16.06.1997 | | Torpedo (Armavir) | – | Dynamo (Stavropol) | | 1:3 (0:1) |
| Armavir |
Russian Cup 1992/93, 1/8 finals |
| 14.11.1992 | | Terek (Groznyi) | – | Dynamo (Stavropol) | | 0:1 aet
(0:0) |
| Pyatigorsk |
Russian Cup 1992/93, 1/16 finals |
| 07.10.1992 | | Dynamo (Stavropol) | – | Volgar (Astrakhan) | | 1:0 aet
(0:0) |
| Stavropol |
