Russian Cup 2023/24, 1/128 finals |
 | 23.08.2023 |  | Druzhba (Maykop) | – | Kuban-Holding (Pavlovskaya) | | 2:0 (1:0) |
| Maykop |
Russian Cup 2019/20, 1/256 finals |
| 20.07.2019 | | Urozhay (Krasnodar) | – | Druzhba (Maykop) | | 1:3 (0:2) |
| Krasnodar |
Russian Cup 2017/18, 1/256 finals |
| 15.07.2017 | | Biolog-Novokubansk (Novokubansk) | – | Druzhba (Maykop) | | 1:5 (1:4) |
| Progress |
Russian Cup 2014/15, 1/128 finals |
| 08.08.2014 | | Druzhba (Maykop) | – | Dynamo GTS (Stavropol) | | 3:0 (1:0) |
| Maykop |
Russian Cup 2014/15, 1/256 finals |
| 01.08.2014 | | Biolog (Novokubansk) | – | Druzhba (Maykop) | | 1:2 (0:2) |
| Progress |
Russian Cup 2005/06, 1/256 finals |
| 20.04.2005 | | Sochi-04 (Sochi) | – | Druzhba (Maykop) | | 2:3 aet
(1:0, 2:2) |
| Sochi |
Russian Cup 2002/03, 1/128 finals |
| 05.04.2002 | | Vityaz (Krymsk) | – | Druzhba (Maykop) | | 0:1 aet
(0:0) |
| Krymsk |
Russian Cup 2002/03, 1/256 finals |
| 23.03.2002 | | Druzhba (Maykop) | – | Zhemchuzhina (Sochi) | | 4:1 (0:0) |
| Maykop |
Russian Cup 1999/00, 1/64 finals |
| 07.06.1999 | | Druzhba (Maykop) | – | Kuban (Krasnodar) | | 2:0 aet
(0:0) |
| Maykop |
Russian Cup 1999/00, 1/128 finals |
| 26.05.1999 | | Torpedo (Taganrog) | – | Druzhba (Maykop) | | 0:1 (0:0) |
| Taganrog |
Russian Cup 1999/00, 1/256 finals |
| 08.05.1999 | | Druzhba (Maykop) | – | Vityaz (Krymsk) | | 3:0 (2:0) |
| Maykop |
Russian Cup 1998/99, 1/32 finals |
| 22.07.1998 | | Druzhba (Maykop) | – | Dynamo (Stavropol) | | 1:0 aet
(0:0) |
| Maykop |
Russian Cup 1998/99, 1/64 finals |
| 06.07.1998 | | Druzhba (Maykop) | – | Kuban (Krasnodar) | | 3:0 (1:0) |
| Maykop |
Russian Cup 1998/99, 1/128 finals |
| 27.05.1998 | | Kuban (Slavyansk-na-Kubani) | – | Druzhba (Maykop) | | 1:4 (0:2) |
| Slavyansk-na-Kubani |
Russian Cup 1997/98, 1/64 finals |
| 16.06.1997 | | Druzhba (Maykop) | – | Energiya (Pyatigorsk) | | 1:0 (0:0) |
| Maykop |
Russian Cup 1997/98, 1/128 finals |
| 15.05.1997 | | Olimp (Kislovodsk) | – | Druzhba (Maykop) | | 1:3 aet
(0:1, 1:1) |
| Kislovodsk COP CSK VVS Stadium |
Russian Cup 1996/97, 1/32 finals |
| 30.06.1996 | | Kolos (Krasnodar) | – | Druzhba (Maykop) | | 1:2 (1:1) |
| Slavyansk-na-Kubani |
Russian Cup 1993/94, 1/64 finals |
| 08.05.1993 | | Druzhba (Maykop) | – | Khimik (Belorechensk) | | 2:1 (2:1) |
| Maykop |
Russian Cup 1993/94, 1/128 finals |
| 18.04.1993 | | Venets (Gulkevichi) | – | Druzhba (Maykop) | | 1:2 (0:1) |
| Gulkevichi |
Russian Cup 1992/93, Quarterfinal |
| 16.03.1993 | | Dynamo (Stavropol) | – | Druzhba (Maykop) | | 0:3 (0:1) |
| Nevinnomyssk |
Russian Cup 1992/93, 1/8 finals |
| 14.11.1992 | | Druzhba (Maykop) | – | Rostselmash (Rostov-on-Don) | | 4:0 (2:0) |
| Maykop |
Russian Cup 1992/93, 1/32 finals |
| 23.07.1992 | | Druzhba (Maykop) | – | Zhemchuzhina-Amerus Enterprises (Sochi) | | 1:0 (0:0) |
| Maykop |
Russian Cup 1992/93, 1/64 finals |
| 13.06.1992 | | Iskra (Novoaleksandrovsk) | – | Druzhba (Maykop) | | 0:1 (0:1) |
| Novoalexandrovsk Druzhba Stadium |
