Ukrainian Cup 2020/21, Third Preliminary round |
 | 30.09.2020 |  | Kryvbas (Kryvyi Rih) | – | Nyva (Vinnytsya) | | 0:1 (0:0) |
| Kryvyi Rih |
Ukrainian Cup 2020/21, First Preliminary Round |
| 29.08.2020 | | Nyva (Vinnytsya) | – | Chernihiv (Chernihiv) | | +:- |
| Vinnytsia |
Ukrainian Cup 2019/20, First Preliminary Round |
| 20.08.2019 | | Nyva (Vinnytsya) | – | FK Nikopol (Nikopol) | | 5:1 (2:1) |
| Vinnytsia |
Ukrainian Cup 2018/19, Second Preliminary round |
| 22.08.2018 | | Nyva (Vinnytsya) | – | Hirnyk-Sport (Horishni Plavni) | | 2:1 (0:0) |
| Vinnytsia |
Ukrainian Cup 2018/19, First Preliminary Round |
| 18.07.2018 | | Real Pharma (Odesa) | – | Nyva (Vinnytsya) | | 0:2 (0:1) |
| Odesa |
Ukrainian Cup 2017/18, First Preliminary Round |
| 09.07.2017 | | Podillya (Khmelnytskyi) | – | Nyva (Vinnytsya) | | 1:3 (0:3) |
| Khmelnytsky |
Ukrainian Cup 2016/17, Second Preliminary round |
| 10.08.2016 | | Ahrobiznes TSK (Romny) | – | Nyva (Vinnytsya) | | 0:2 (0:1) |
| Romny Elektron Stadium |
Ukrainian Cup 2016/17, First Preliminary Round |
| 20.07.2016 | | Nyva (Vinnytsya) | – | Podillya (Khmelnytskyi) | | 3:1 (2:0) |
| Vinnytsia |
Ukrainian Cup 2008/09, Second preliminary round |
| 06.08.2008 | | Bastion (Illichivsk) | – | Nyva (Vinnytsya) | | 2:3 aet
(1:1, 2:2) |
| Illichivsk |
Ukrainian Cup 2008/09, First Preliminary Round |
| 16.07.2008 | | Nyva (Vinnytsya) | – | Tytan (Armyansk) | | 3:1 aet
(0:1, 1:1) |
 | Vinnytsia |
Ukrainian Cup 2004/05, Quarterfinal |
| 17.10.2004 | | Nyva (Vinnytsya) | – | Kryvbas (Kryvyi Rih) | | 2:1 (0:1) |
| Vinnytsia |
Ukrainian Cup 2004/05, 1/8 finals |
| 12.09.2004 | | Nyva (Vinnytsya) | – | Metalurh (Zaporizhzhya) | | 1:0 (0:0) |
| Vinnytsia |
Ukrainian Cup 2004/05, 1/32 finals |
| 07.08.2004 | | Krymteplytsya (Molodizhne) | – | Nyva (Vinnytsya) | | 0:3 (0:2) |
| Molodizhne |
Ukrainian Cup 2003/04, 1/32 finals |
| 10.08.2003 | | Dynamo (Simferopol) | – | Nyva (Vinnytsya) | | 0:3 (0:0) |
| Saky |
Ukrainian Cup 2001/02, Fourth stage |
| 16.09.2001 | | FK Vinnytsya (Vinnytsya) | – | Portovyk (Illichovsk) | | 2:0 (0:0) |
| Vinnytsia |
Ukrainian Cup 1999/00, First stage. Second League Cup, 1/32 finals |
| 18.08.1999 | | Nyva (Vinnytsya) | – | Veres (Rivne) | | +:- |
| |
Ukrainian Cup 1997/98, 1/16 finals |
| 01.11.1997 | | Nyva (Vinnytsya) | – | Prikarpattya (Ivano-Frankivsk) | | 2:0 aet
(0:0, 2:0),
pen. 4:2 |
| Vinnytsia |
Ukrainian Cup 1997/98, 1/32 finals |
| 20.10.1997 | | Nyva (Vinnytsya) | – | SK Odesa (Odesa) | | 1:0 (1:0) |
| Vinnytsia |
Ukrainian Cup 1997/98, 1/32 finals |
| 15.10.1997 | | SK Odesa (Odesa) | – | Nyva (Vinnytsya) | | 0:2 (0:2) |
| Odesa |
Ukrainian Cup 1996/97, 1/16 finals |
| 09.10.1996 | | Oskil (Kupyansk) | – | Nyva (Vinnytsya) | | 2:3 (2:2) |
| Kupyansk Oskol Stadium |
Ukrainian Cup 1995/96, Quarterfinal |
| 02.04.1996 | | Nyva (Vinnytsya) | – | Nyva (Ternopol) | | 1:0 (0:0) |
| Vinnytsia |
Ukrainian Cup 1995/96, 1/8 finals |
| 08.03.1996 | | Nyva (Vinnytsya) | – | Halychyna (Drohobych) | | 2:0 (2:0) |
| Vinnytsia CPKiO Stadium |
Ukrainian Cup 1994/95, Quarterfinal |
| 17.04.1995 | | Nyva (Vinnytsya) | – | Chornomorets (Odesa) | | 1:0 (0:0) |
| Vinnytsia |
Ukrainian Cup 1994/95, 1/8 finals |
| 27.11.1994 | | Nyva (Vinnytsya) | – | Stal (Alchevsk) | | 2:0 (0:0) |
| Vinnytsia |
Ukrainian Cup 1994/95, 1/16 finals |
| 01.11.1994 | | Nyva (Vinnytsya) | – | Tytan (Armyansk) | | 2:1 (1:1) |
| Vinnytsia |
Ukrainian Cup 1994/95, 1/16 finals |
| 27.09.1994 | | Tytan (Armyansk) | – | Nyva (Vinnytsya) | | 2:3 (2:2) |
| Armyansk |
Ukrainian Cup 1993/94, 1/8 finals |
| 24.11.1993 | | Nyva (Vinnytsya) | – | Dnipro (Dnipropetrovsk) | | 2:0 (1:0) |
| Vinnytsia |
Ukrainian Cup 1993/94, 1/16 finals |
| 20.10.1993 | | Evis (Mykolaiv) | – | Nyva (Vinnytsya) | | 1:2 (1:2) |
| Mykolaiv |
Ukrainian Cup 1992/93, 1/16 finals |
| 07.10.1992 | | Nyva (Vinnytsya) | – | Zorya-MALS (Lugansk) | | 2:1 (1:0) |
| Vinnytsia |
Ukrainian Cup 1992/93, 1/32 finals |
| 07.08.1992 | | Nyva (Vinnytsya) | – | Keramik (Baranivka) | | 3:0 aet
(0:0) |
| Vinnytsia |
Ukrainian Cup 1992/93, 1/64 finals |
| 26.07.1992 | | Podillya (Kyrnasivka) | – | Nyva (Vinnytsya) | | 1:3 (1:1) |
| Kyrsanivka Kolos Stadium |
