Russian Cup 2016/17, 1/256 finals |
 | 15.07.2016 | | Atom (Novovoronezh) | – | FK Oryol (Oryol) | | 1:0 (1:0) |
| Novovoronezh |
Russian Cup 2015/16, 1/256 finals |
| 16.07.2015 | | Avangard (Kursk) | – | FK Oryol (Oryol) | | 2:0 (0:0) |
| Kursk |
Russian Cup 2014/15, 1/256 finals |
| 08.07.2014 | | FK Oryol (Oryol) | – | FK Kolomna (Kolomna) | | 0:2 (0:1) |
| Oryol |
Russian Cup 2012/13, 1/128 finals |
| 05.08.2012 | | FK Oryol (Oryol) | – | FK Kaluga (Kaluga) | | 0:1 aet
(0:0, 0:0) |
| Orel |
Russian Cup 2011/12, 1/32 finals |
| 04.07.2011 | | Rusichi (Orel) | – | Torpedo (Vladimir) | | 1:3 (0:1) |
 | Orel |
Russian Cup 2010/11, 1/128 finals |
| 15.05.2010 | | Rusichi (Orel) | – | Zvezda (Ryazan) | | 0:1 (0:1) |
| Orel |
Russian Cup 2009/10, 1/64 finals |
| 11.06.2009 | | Avangard (Podolsk) | – | Rusichi (Orel) | | 3:1 (2:1) |
| Podolsk |
Russian Cup 2008/09, 1/256 finals |
| 29.04.2008 | | Avangard (Kursk) | – | Rusichi (Orel) | | 1:0 aet
(0:0) |
| Kursk |
Russian Cup 2006/07, 1/32 finals |
| 21.06.2006 | | Fakel (Voronezh) | – | FK Oryol (Oryol) | | 2:0 (1:0) |
| Voronezh |
Russian Cup 2005/06, 1/32 finals |
| 22.06.2005 | | FK Oryol (Oryol) | – | Metallurg (Lipetsk) | | 0:1 (0:1) |
| Orel |
Russian Cup 2004/05, 1/32 finals |
| 02.07.2004 | | FK Oryol (Oryol) | – | Metallurg (Lipetsk) | | 0:1 (0:1) |
| Orel |
Russian Cup 2002/03, 1/128 finals |
| 30.04.2002 | | Salyut-Energiya (Belgorod) | – | FK Oryol (Oryol) | | 1:0 (1:0) |
| Belgorod |
Russian Cup 2001/02, 1/128 finals |
| 11.05.2001 | | Lokomotiv (Kaluga) | – | FK Oryol (Oryol) | | 1:0 (0:0) |
| Kaluga |
Russian Cup 2000/01, 1/32 finals |
| 16.07.2000 | | FK Oryol (Oryol) | – | Metallurg (Lipetsk) | | 0:2 (0:0) |
| Orel |
Russian Cup 1999/00, 1/256 finals |
| 08.05.1999 | | Dynamo (Bryansk) | – | FK Oryol (Oryol) | | 1:0 (0:0) |
| Bryansk |
Russian Cup 1998/99, 1/32 finals |
| 22.07.1998 | | FK Oryol (Oryol) | – | Arsenal (Tula) | | 1:3 (0:1) |
| Orel |
Russian Cup 1996/97, 1/8 finals |
| 15.04.1997 | | Dynamo (Moscow) | – | FK Oryol (Oryol) | | 1:0 (1:0) |
| Moscow |
Russian Cup 1995/96, 1/256 finals |
| 22.04.1995 | | Avangard (Kursk) | – | FK Oryol (Oryol) | | 1:0 (0:0) |
| Kursk |
Russian Cup 1993/94, 1/128 finals |
| 18.04.1993 | | Avangard (Kursk) | – | FK Oryol (Oryol) | | 2:1 (0:0) |
| Kursk |
Russian Cup 1992/93, 1/256 finals |
| 19.04.1992 | | Spartak (Orel) | – | Arsenal (Tula) | | 0:3 (0:1) |
| Kromy Olimp Stadium |
