Russian Cup 2013/14, 1/256 finals |
 | 07.07.2013 | | Olimpiya (Volgograd) | – | Energiya (Volzhskiy) | | 2:4 (1:2) |
| Volgograd |
Russian Cup 2012/13, 1/128 finals |
| 05.08.2012 | | FK Astrakhan (Astrakhan) | – | Olimpiya (Volgograd) | | 2:1 (0:1) |
| Astrakhan |
Russian Cup 2012/13, 1/256 finals |
| 11.07.2012 | | Olimpiya (Volgograd) | – | Energiya (Volzhskiy) | | 2:1 (1:1) |
| Volgograd |
Russian Cup 2008/09, 1/128 finals |
| 24.05.2008 | | Olimpiya (Volgograd) | – | Volgar-Gazprom-2 (Astrakhan) | | 0:1 (0:0) |
| Volgograd |
Russian Cup 2008/09, 1/256 finals |
| 03.05.2008 | | Energiya (Volzhskiy) | – | Olimpiya (Volgograd) | | 2:3 (1:2) |
| Volzhsky |
Russian Cup 2007/08, 1/128 finals |
| 29.04.2007 | | Olimpiya (Volgograd) | – | Rotor (Volgograd) | | 0:3 (0:1) |
| |
Russian Cup 2007/08, 1/256 finals |
| 15.04.2007 | | Olimpiya (Volgograd) | – | Tekstilshchik (Kamyshin) | | 3:1 aet
(0:0, 1:1) |
| Volgograd |
Russian Cup 2006/07, 1/32 finals |
| 21.06.2006 | | Olimpiya (Volgograd) | – | Dynamo (Makhachkala) | | 1:4 (0:2) |
| Volgograd |
Russian Cup 2006/07, 1/64 finals |
| 05.06.2006 | | Olimpiya (Volgograd) | – | Spartak (Vladikavkaz) | | 3:2 (1:1) |
| Volgograd |
Russian Cup 2006/07, 1/128 finals |
| 10.05.2006 | | Olimpiya (Volgograd) | – | Rotor (Volgograd) | | 2:1 (1:1) |
| Volgograd |
Russian Cup 2006/07, 1/256 finals |
| 26.04.2006 | | Sudostroitel (Astrakhan) | – | Olimpiya (Volgograd) | | 1:2 (1:2) |
| Astrakhan |
Russian Cup 2005/06, 1/32 finals |
| 22.06.2005 | | Olimpiya (Volgograd) | – | Kuban (Krasnodar) | | 1:3 (1:1) |
| Volgograd |
Russian Cup 2005/06, 1/64 finals |
| 15.05.2005 | | Rotor-2 (Volgograd) | – | Olimpiya (Volgograd) | | 0:1 (0:0) |
| Volgograd |
Russian Cup 2005/06, 1/128 finals |
| 30.04.2005 | | Olimpiya (Volgograd) | – | SKA (Rostov-on-Don) | | 1:0 (0:0) |
| |
Russian Cup 2004/05, 1/16 finals |
| 07.08.2004 | | Olimpiya (Volgograd) | – | Krylia Sovetov (Samara) | | 1:4 (0:0) |
| Volgograd |
Russian Cup 2004/05, 1/16 finals |
| 31.07.2004 | | Krylia Sovetov (Samara) | – | Olimpiya (Volgograd) | | 3:1 (1:0) |
| Samara |
Russian Cup 2004/05, 1/32 finals |
| 02.07.2004 | | Olimpiya (Volgograd) | – | Anzhi (Makhachkala) | | 3:1 (1:1) |
| |
Russian Cup 2004/05, 1/64 finals |
| 05.06.2004 | | Olimpiya (Volgograd) | – | Angusht (Nazran) | | 4:0 (3:0) |
| |
Russian Cup 2004/05, 1/128 finals |
| 10.05.2004 | | Torpedo (Volzhskiy) | – | Olimpiya (Volgograd) | | 2:2 aet
(1:1, 2:2),
pen. 3:4 |
| Volzhsky |
Russian Cup 2004/05, 1/256 finals |
| 13.04.2004 | | Tekstilshchik (Kamyshin) | – | Olimpiya (Volgograd) | | 0:3 (0:1) |
| Kamyshin |
Russian Cup 2003/04, 1/256 finals |
| 15.04.2003 | | Olimpiya (Volgograd) | – | Tekstilshchik (Kamyshin) | | 1:2 (0:0) |
| |
Russian Cup 2002/03, 1/64 finals |
| 22.05.2002 | | Dynamo (Makhachkala) | – | Olimpiya (Volgograd) | | 3:1 (1:0) |
| Makhachkala |
Russian Cup 2002/03, 1/128 finals |
| 29.04.2002 | | Olimpiya (Volgograd) | – | Khoper (Balashov) | | 3:1 (2:0) |
| Volgograd |
Russian Cup 2002/03, 1/256 finals |
| 16.04.2002 | | Torpedo (Volzhskiy) | – | Olimpiya (Volgograd) | | 0:5 (0:2) |
| Volzhsky |
Russian Cup 2001/02, 1/128 finals |
| 25.04.2001 | | Iskra (Engels) | – | Olimpiya (Volgograd) | | 1:0 (1:0) |
 | |
Russian Cup 2001/02, 1/256 finals |
| 17.04.2001 | | Olimpiya (Volgograd) | – | Torpedo (Volzhskiy) | | 2:1 (2:1) |
| |
Russian Cup 2000/01, 1/128 finals |
| 29.05.2000 | | Salyut (Saratov) | – | Olimpiya (Volgograd) | | 3:2 aet
(1:1, 1:1) |
| Saratov |
Russian Cup 2000/01, 1/256 finals |
| 02.05.2000 | | Olimpiya (Volgograd) | – | Torpedo (Volzhskiy) | | 5:1 (2:1) |
| Volgograd |
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