Russian Cup 2018/19, 1/128 finals |
 | 30.07.2018 | | Khimik (Novomoskovsk) | – | Dynamo (Bryansk) | | 0:1 (0:0) |
| Novomoskovsk |
Russian Cup 2017/18, 1/128 finals |
| 23.07.2017 | | Khimik (Novomoskovsk) | – | FK Kaluga (Kaluga) | | 0:3 (0:3) |
| Novomoskovsk |
Russian Cup 2013/14, 1/256 finals |
| 11.07.2013 | | Khimik (Novomoskovsk) | – | Podolye (Podolsk Region) | | 0:3 (0:3) |
| Novomoskovsk |
Russian Cup 2011/12, 1/256 finals |
| 22.04.2011 | | Rusichi (Orel) | – | Khimik (Novomoskovsk) | | 4:2 aet
(2:1, 2:2) |
| Orel |
Russian Cup 2007/08, 1/256 finals |
| 26.04.2007 | | FK Yelyets (Yelyets) | – | Don (Novomoskovsk) | | 4:0 (2:0) |
| Yelets |
Russian Cup 2006/07, 1/256 finals |
| 03.05.2006 | | Spartak (Lukhovitsy) | – | Don (Novomoskovsk) | | 2:0 (1:0) |
| Lukhovitsy |
Russian Cup 2005/06, 1/256 finals |
| 22.04.2005 | | FK Yelyets (Yelyets) | – | Don (Novomoskovsk) | | 2:0 (2:0) |
| |
Russian Cup 2004/05, 1/128 finals |
| 23.05.2004 | | Biokhimik-Mordovia (Saransk) | – | Don (Novomoskovsk) | | 3:2 aet
(0:0, 1:1) |
| |
Russian Cup 2004/05, 1/256 finals |
| 02.05.2004 | | Don (Novomoskovsk) | – | Spartak (Lukhovitsy) | | 0:0 aet,
pen. 8:7 |
| |
Russian Cup 2003/04, 1/256 finals |
| 30.04.2003 | | FK Yelyets (Yelyets) | – | Don (Novomoskovsk) | | 1:0 (1:0) |
| |
Russian Cup 2002/03, 1/256 finals |
| 18.04.2002 | | Don (Novomoskovsk) | – | Ryazan-Agrokomplekt (Ryazan) | | 0:2 (0:0) |
| Tula |
Russian Cup 2001/02, 1/256 finals |
| 19.04.2001 | | Vityaz (Podolsk) | – | Don (Novomoskovsk) | | 2:1 aet
(0:0, 1:1) |
| |
Russian Cup 2000/01, 1/128 finals |
| 28.05.2000 | | Lokomotiv (Kaluga) | – | Don (Novomoskovsk) | | 1:0 (1:0) |
| Kaluga |
Russian Cup 2000/01, 1/256 finals |
| 19.04.2000 | | Don (Novomoskovsk) | – | Arsenal-2 (Tula) | | 1:0 (0:0) |
| Novomoskovsk |
Russian Cup 1999/00, 1/32 finals |
| 28.06.1999 | | Lada (Tolyatti) | – | Don (Novomoskovsk) | | 3:0 (1:0) |
 | Tolyatti |
Russian Cup 1999/00, 1/64 finals |
| 07.06.1999 | | Don (Novomoskovsk) | – | Avangard (Kursk) | | 3:0 (2:0) |
| Novomoskovsk |
Russian Cup 1999/00, 1/128 finals |
| 26.05.1999 | | Don (Novomoskovsk) | – | Dynamo (Bryansk) | | 1:1 aet
(0:0),
pen. 3:1 |
| Novomoskovsk |
Russian Cup 1999/00, 1/256 finals |
| 08.05.1999 | | Don (Novomoskovsk) | – | Lokomotiv (Kaluga) | | 2:1 (2:0) |
| Novomoskovsk |
Russian Cup 1999/00, 1/512 finals |
| 29.04.1999 | | Arsenal-2 (Tula) | – | Don (Novomoskovsk) | | 0:0 aet,
pen. 3:5 |
| Tula |
Russian Cup 1998/99, 1/64 finals |
| 06.07.1998 | | Arsenal (Tula) | – | Don (Novomoskovsk) | | 2:1 (1:0) |
| Tula |
Russian Cup 1998/99, 1/128 finals |
| 26.05.1998 | | Don (Novomoskovsk) | – | Fakel (Voronezh) | | 1:0 (1:0) |
| Novomoskovsk |
Russian Cup 1997/98, 1/128 finals |
| 15.05.1997 | | FK Oryol (Oryol) | – | Don (Novomoskovsk) | | 3:1 (1:1) |
| Orel |
Russian Cup 1996/97, 1/256 finals |
| 21.04.1996 | | Luch (Tula) | – | Don (Novomoskovsk) | | 1:0 (1:0) |
| Tula |
Russian Cup 1995/96, 1/32 finals |
| 04.07.1995 | | Asmaral (Moscow) | – | Don (Novomoskovsk) | | 2:1 (2:1) |
| Moscow |
Russian Cup 1995/96, 1/64 finals |
| 15.05.1995 | | Don (Novomoskovsk) | – | Sokol (Saratov) | | 1:0 aet
(0:0) |
| Novomoskovsk |
Russian Cup 1995/96, 1/128 finals |
| 06.05.1995 | | Don (Novomoskovsk) | – | Spartak (Ryazan) | | 3:0 (2:0) |
| Novomoskovsk |
Russian Cup 1995/96, 1/256 finals |
| 08.04.1995 | | Don (Novomoskovsk) | – | Arsenal (Tula) | | 1:0 (0:0) |
| Novomoskovsk |
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