Ukrainian Cup 2020/21, Third Preliminary round |
 | 30.09.2020 |  | Desna (Chernihiv) | – | Rukh (Vynnyky) | | 2:1 (0:0) |
| Chernigiv |
Ukrainian Cup 2019/20, 1/8 finals |
| 30.10.2019 | | MFK Mykolaiv | – | Desna (Chernihiv) | | 2:4 (1:2) |
| Mykolaiv |
Ukrainian Cup 2018/19, Third Preliminary round |
| 26.09.2018 | | Krystal (Kherson) | – | Desna (Chernihiv) | | 2:3 (0:0) |
| Kherson |
Ukrainian Cup 2017/18, 1/8 finals |
| 25.10.2017 | | Prykarpattya (Ivano-Frankivsk) | – | Desna (Chernihiv) | | 0:2 (0:2) |
| Ivano-Frankivsk |
Ukrainian Cup 2017/18, Third Preliminary round |
| 20.09.2017 | | Helios (Kharkiv) | – | Desna (Chernihiv) | | 1:2 (1:1) |
| Kharkiv |
Ukrainian Cup 2017/18, Second Preliminary round |
| 26.07.2017 | | Desna (Chernihiv) | – | Balkany (Zorya) | | 4:0 (2:0) |
| Chernigiv |
Ukrainian Cup 2016/17, 1/16 finals |
| 21.09.2016 | | Desna (Chernihiv) | – | Arsenal-Kyiv (Kyiv) | | 1:0 (0:0) |
| Kharkiv |
Ukrainian Cup 2016/17, Second Preliminary round |
| 10.08.2016 | | Helios (Kharkiv) | – | Desna (Chernihiv) | | 0:1 (0:0) |
| Kharkiv |
Ukrainian Cup 2013/14, 1/16 finals |
| 25.09.2013 | | Hirnyk (Kryvyi Rih) | – | Desna (Chernihiv) | | 1:2 aet
(0:0, 1:1) |
 | Kryvyi Rih |
Ukrainian Cup 2013/14, Second preliminary round |
| 07.08.2013 | | Enerhiya (Nova Kahovka) | – | Desna (Chernihiv) | | 1:2 (0:1) |
| Nova Kakhovka |
Ukrainian Cup 2012/13, Second preliminary round |
| 22.08.2012 | | Dinamo (Khmelnytskyi) | – | Desna (Chernihiv) | | 0:2 (0:0) |
| Khmelnytsky |
Ukrainian Cup 2011/12, First Preliminary Round |
| 16.07.2011 | | Desna (Chernihiv) | – | Nyva (Ternopol) | | +:- |
| |
Ukrainian Cup 2008/09, Second preliminary round |
| 06.08.2008 | | Arsenal (Bila Tserkva) | – | Desna (Chernihiv) | | 1:3 (1:1) |
| Obukhov SK Obukhov Stadium |
Ukrainian Cup 2007/08, 1/16 finals |
| 26.09.2007 | | Olympic (Donetsk) | – | Desna (Chernihiv) | | 1:2 (0:0) |
| Donetsk |
Ukrainian Cup 2006/07, 1/32 finals |
| 11.08.2006 | | Nyva (Ternopol) | – | Desna (Chernihiv) | | 0:2 (0:1) |
| Ternopil |
Ukrainian Cup 2004/05, 1/16 finals |
| 19.08.2004 | | Desna (Chernihiv) | – | Borisfen (Borispil) | | 2:1 aet
(0:0, 1:1) |
| Chernigiv |
Ukrainian Cup 2004/05, 1/32 finals |
| 07.08.2004 | | Desna (Chernihiv) | – | Arsenal (Kharkiv) | | 4:0 (2:0) |
| Chernigiv |
Ukrainian Cup 2001/02, First stage |
| 14.07.2001 | | Desna (Chernihiv) | – | Mashynobudivnyk (Druzhkivka) | | 5:0 (3:0) |
| Chernigiv |
Ukrainian Cup 2000/01, First stage. Second League Cup, preliminary stage |
| 29.07.2000 | | Desna (Chernihiv) | – | Ros (Bila Tserkva) | | 3:1 (1:0) |
| Chernigiv |
Ukrainian Cup 1998/99, 1/32 finals |
| 06.10.1998 | | Desna (Chernihiv) | – | Hazovyk (Komarno) | | 5:0 aet
(0:0, 2:0) |
| Chernigiv |
Ukrainian Cup 1997/98, 1/16 finals |
| 11.11.1997 | | Desna (Chernihiv) | – | Metalurh (Mariupol) | | 3:2 (0:2) |
| Chernigiv |
Ukrainian Cup 1997/98, 1/32 finals |
| 20.10.1997 | | Dynamo-2 (Kyiv) | – | Desna (Chernihiv) | | 1:2 (0:1) |
| Kiev |
Ukrainian Cup 1997/98, 1/32 finals |
| 15.10.1997 | | Desna (Chernihiv) | – | Dynamo-2 (Kyiv) | | 1:0 (1:0) |
| Chernigiv |
Ukrainian Cup 1997/98, 1/64 finals |
| 22.07.1997 | | Desna (Chernihiv) | – | Tsementnyk-Khorda (Mykolaiv) | | 3:0 (1:0) |
| Chernigiv |
Ukrainian Cup 1996/97, 1/64 finals |
| 28.08.1996 | | Fakel (Varva) | – | Desna (Chernihiv) | | 0:1 (0:0) |
| Grebinka |
Ukrainian Cup 1994/95, 1/64 finals |
| 01.09.1994 | | Desna (Chernihiv) | – | FK SBTS (Sumy) | | 2:1 (2:0) |
| Chernigiv |
Ukrainian Cup 1993/94, 1/16 finals |
| 20.10.1993 | | Desna (Chernihiv) | – | Torpedo (Zaporizhzhya) | | 1:0 (1:0) |
| Chernigiv |
Ukrainian Cup 1993/94, 1/32 finals |
| 07.08.1993 | | Desna (Chernihiv) | – | Sula (Lubny) | | 5:1 (2:1) |
| Chernigiv |
Ukrainian Cup 1993/94, 1/64 finals |
| 01.08.1993 | | Spartak (Okhtyrka) | – | Desna (Chernihiv) | | 0:2 (0:1) |
| Trostyanets Kuts Stadium |
