Russian Cup 2022/23, 1/64 finals |
 | 13.09.2022 |  | Kosmos (Dolgoprudny) | – | Zenit (Penza) | | 2:0 (1:0) |
| Dolgoprudny |
Russian Cup 2021/22, 1/256 finals |
| 14.07.2021 | | FK Saransk (Saransk) | – | Zenit (Penza) | | 1:0 (0:0) * |
| Saransk |
Russian Cup 2017/18, 1/256 finals |
| 15.07.2017 | | Sokol (Saratov) | – | Zenit (Penza) | | 1:0 (0:0) |
 | Saratov |
Russian Cup 2016/17, 1/256 finals |
| 15.07.2016 | | Volga (Ulyanovsk) | – | Zenit (Penza) | | 2:0 (1:0) |
| Ulyanovsk |
Russian Cup 2015/16, 1/256 finals |
| 16.07.2015 | | Zenit (Penza) | – | FK Tambov (Tambov) | | 0:2 (0:1) |
| Penza |
Russian Cup 2014/15, 1/128 finals |
| 29.07.2014 | | Zenit (Penza) | – | FK Tambov (Tambov) | | 0:2 (0:0) |
| Penza |
Russian Cup 2013/14, 1/128 finals |
| 26.07.2013 | | Zenit (Penza) | – | Sokol (Saratov) | | 0:4 (0:3) |
| Penza |
Russian Cup 2012/13, 1/128 finals |
| 05.08.2012 | | Sokol (Saratov) | – | Zenit (Penza) | | 4:1 (0:0) |
| Saratov |
Russian Cup 2011/12, 1/64 finals |
| 07.06.2011 | | Zenit (Penza) | – | Rusichi (Orel) | | 1:2 (0:2) |
| Penza |
Russian Cup 2010/11, 1/64 finals |
| 05.06.2010 | | Zenit (Penza) | – | Zvezda (Ryazan) | | 0:1 (0:1) |
| Penza |
Russian Cup 2008/09, 1/256 finals |
| 29.04.2008 | | Zenit (Penza) | – | Mordovia (Saransk) | | 0:1 aet
(0:0) |
| Penza |
Russian Cup 2007/08, 1/32 finals |
| 13.06.2007 | | Zenit (Penza) | – | Avangard (Kursk) | | 1:2 (1:0) |
| Penza |
Russian Cup 2006/07, 1/256 finals |
| 03.05.2006 | | Mordovia (Saransk) | – | Zenit (Penza) | | 2:1 aet
(1:1, 1:1) |
| Saransk |
Russian Cup 2005/06, 1/256 finals |
| 22.04.2005 | | Mordovia (Saransk) | – | Zenit (Penza) | | 1:0 (1:0) |
| Saransk |
Russian Cup 2004/05, 1/128 finals |
| 23.05.2004 | | Spartak (Tambov) | – | Zenit (Penza) | | 4:3 aet
(1:2, 3:3) |
| |
Russian Cup 2002/03, 1/128 finals |
| 29.04.2002 | | Volga (Ulyanovsk) | – | Zenit (Penza) | | 2:1 (0:1) |
| Ulyanovsk |
Russian Cup 1999/00, 1/128 finals |
| 25.05.1999 | | Iskra (Engels) | – | Zenit (Penza) | | 4:0 (2:0) |
| Engels |
Russian Cup 1998/99, 1/32 finals |
| 22.07.1998 | | Lada-Grad (Dimitrovgrad) | – | Zenit (Penza) | | 2:0 (2:0) |
| Dimitrovgrad |
Russian Cup 1996/97, 1/64 finals |
| 30.05.1996 | | Nosta (Novotroitsk) | – | Zenit (Penza) | | 2:0 (1:0) |
| Novotroitsk |
Russian Cup 1995/96, 1/128 finals |
| 06.05.1995 | | Salyut (Saratov) | – | Zenit (Penza) | | 2:1 (0:0) |
| Saratov |
Russian Cup 1994/95, 1/32 finals |
| 26.08.1994 | | Zenit (Penza) | – | Sokol (Saratov) | | 0:1 (0:1) |
| Penza |
Russian Cup 1993/94, 1/128 finals |
| 18.04.1993 | | Zarya (Krotovka) | – | Zenit (Penza) | | 2:1 (0:1) |
| Krotovka Zdorovye Stadium |
Russian Cup 1992/93, 1/512 finals |
| 02.05.1992 | | Zarya (Krotovka) | – | Zenit (Penza) | | 3:1 (1:1) |
| Kinel-Cherkassy Urozhai Stadium |
