Russian Cup 2023/24, 1/64 finals |
 | 13.09.2023 |  | Dynamo (Vologda) | – | Tekstilshchik (Ivanovo) | | 1:2 (0:1) |
| Vologda |
Russian Cup 2022/23, 1/128 finals |
| 31.08.2022 | | Spartak (Kostroma) | – | Dynamo (Vologda) | | 3:1 (2:0) |
| Karavayevo |
Russian Cup 2011/12, 1/128 finals |
| 17.05.2011 | | Dynamo (Vologda) | – | Spartak (Kostroma) | | 1:3 (1:1) |
| Vologda |
Russian Cup 2010/11, 1/256 finals |
| 25.04.2010 | | Dynamo (Vologda) | – | Sheksna (Cherepovets) | | 1:3 (0:2) |
| Vologda |
Russian Cup 2009/10, 1/256 finals |
| 25.04.2009 | | Spartak (Kostroma) | – | Dynamo (Vologda) | | 1:0 (0:0) |
 | Karavayevo |
Russian Cup 2007/08, 1/128 finals |
| 04.05.2007 | | Dynamo (Vologda) | – | Volga (Tver) | | 0:1 (0:1) |
| Vologda |
Russian Cup 2006/07, 1/64 finals |
| 08.06.2006 | | Zenit-2 (Saint Petersburg) | – | Dynamo (Vologda) | | 3:0 (1:0) |
| Saint Petersburg |
Russian Cup 2005/06, 1/256 finals |
| 22.04.2005 | | Dynamo (Vologda) | – | Sheksna (Cherepovets) | | 1:2 (0:0) |
| Vologda |
Russian Cup 2002/03, 1/64 finals |
| 19.05.2002 | | Dynamo (Vologda) | – | Avtomobilist (Noginsk) | | 0:1 (0:0) |
| Vologda |
Russian Cup 2001/02, 1/32 finals |
| 30.06.2001 | | Dynamo (Vologda) | – | Kristall (Smolensk) | | 1:2 (0:1) |
| Vologda |
Russian Cup 2000/01, 1/128 finals |
| 28.05.2000 | | Neftyanik (Yaroslavl) | – | Dynamo (Vologda) | | 2:0 (0:0) |
| Yaroslavl |
Russian Cup 1999/00, 1/128 finals |
| 26.05.1999 | | FK Khimki (Khimki) | – | Dynamo (Vologda) | | 4:3 (3:1) |
| Khimki |
Russian Cup 1998/99, 1/128 finals |
| 27.05.1998 | | Neftyanik (Yaroslavl) | – | Dynamo (Vologda) | | 3:1 (0:1) |
| Rostov Veliky |
Russian Cup 1997/98, 1/32 finals |
| 06.07.1997 | | Dynamo (Vologda) | – | Shinnik (Yaroslavl) | | 0:1 (0:0) |
| Vologda |
Russian Cup 1996/97, 1/256 finals |
| 21.04.1996 | | Dynamo (Vologda) | – | Tekstilshchik (Ivanovo) | | 1:3 aet
(1:1, 1:1) |
| Vologda |
Russian Cup 1995/96, 1/32 finals |
| 04.07.1995 | | Zenit (Saint Petersburg) | – | Dynamo (Vologda) | | 6:0 (3:0) |
| Saint Petersburg |
Russian Cup 1993/94, 1/128 finals |
| 18.04.1993 | | Prometei-Dynamo (Saint Petersburg) | – | Dynamo (Vologda) | | 1:0 aet
(0:0) |
| Saint Petersburg |
Russian Cup 1992/93, 1/32 finals |
| 23.07.1992 | | Dynamo (Vologda) | – | Tekstilshchik (Ivanovo) | | 1:2 (1:0) |
| Vologda |
