Ukrainian Cup 2021/22, Second Preliminary round |
 | 18.08.2021 | | Tavriya (Simferopil) | – | Dnipro (Cherkasy) | | 3:2 (3:2) |
| Marianivka Marianivskiy Stadium |
Ukrainian Cup 2020/21, First Preliminary Round |
| 08.09.2020 | | Dnipro (Cherkasy) | – | Veres (Rivne) | | 0:5 (0:4) |
| Cherkasy |
Ukrainian Cup 2008/09, Second preliminary round |
| 06.08.2008 | | Dnipro (Cherkasy) | – | Stal (Alchevsk) | | 2:3 aet
(1:2, 2:2) |
| Cherkasy |
Ukrainian Cup 2007/08, Second preliminary round |
| 08.08.2007 | | Desna (Chernihiv) | – | Dnipro (Cherkasy) | | 0:0 aet,
pen. 6:5 |
| Chernigiv |
Ukrainian Cup 2006/07, 1/16 finals |
| 20.09.2006 | | Dnipro (Cherkasy) | – | Dnipro (Dnipropetrovsk) | | 0:1 (0:0) |
| Cherkasy |
Ukrainian Cup 2006/07, 1/32 finals |
| 11.08.2006 | | Dnipro (Cherkasy) | – | Spartak (Ivano-Frankivsk) | | 1:0 (0:0) |
| Cherkasy |
Ukrainian Cup 2005/06, 1/16 finals |
| 21.09.2005 | | Dnipro (Cherkasy) | – | Metalist (Kharkiv) | | 1:2 (0:0) |
| Cherkasy |
Ukrainian Cup 2005/06, 1/32 finals |
| 13.08.2005 | | Dnipro (Cherkasy) | – | Obolon (Kyiv) | | 0:0 aet,
pen. 4:2 |
| Cherkasy |
Ukrainian Cup 2004/05, 1/8 finals |
| 12.09.2004 | | FK Cherkasy (Cherkasy) | – | Tavriya (Simferopil) | | 1:1 aet
(0:0, 1:1),
pen. 4:5 |
| Cherkasy |
Ukrainian Cup 2004/05, 1/16 finals |
| 22.08.2004 | | FK Cherkasy (Cherkasy) | – | Chornomorets (Odesa) | | 3:2 aet
(1:1, 2:2) |
| Cherkasy |
Ukrainian Cup 2004/05, 1/32 finals |
| 07.08.2004 | | FK Cherkasy (Cherkasy) | – | Hazovyk-Skala (Stryi) | | 2:0 (1:0) |
| Cherkasy |
Ukrainian Cup 2003/04, 1/32 finals |
| 10.08.2003 | | FK Cherkasy (Cherkasy) | – | Naftovyk (Okhtyrka) | | 2:3 (1:0) |
| Cherkasy |
Ukrainian Cup 2001/02, Fourth stage |
| 16.09.2001 | | FK Cherkasy (Cherkasy) | – | SK Volyn-1 (Lutsk) | | 1:1 (0:0) |
| Cherkasy |
Ukrainian Cup 2001/02, Fourth stage |
| 07.09.2001 | | SK Volyn-1 (Lutsk) | – | FK Cherkasy (Cherkasy) | | 1:0 (0:0) |
| Lutsk |
Ukrainian Cup 2001/02, Third stage |
| 25.08.2001 | | Sokil (Zolochiv) | – | FK Cherkasy (Cherkasy) | | 4:1 (3:1) |
| Zolochiv Druzhba Stadium |
Ukrainian Cup 2001/02, Third stage |
| 17.08.2001 | | FK Cherkasy (Cherkasy) | – | Sokil (Zolochiv) | | 3:0 (1:0) |
| Cherkasy |
Ukrainian Cup 2001/02, Second stage |
| 09.08.2001 | | Ros (Bila Tserkva) | – | FK Cherkasy (Cherkasy) | | 0:2 (0:0) |
| Bila Tserkva |
Ukrainian Cup 2001/02, Second stage |
| 26.07.2001 | | FK Cherkasy (Cherkasy) | – | Ros (Bila Tserkva) | | 3:2 (2:1) |
| Cherkasy |
Ukrainian Cup 2001/02, First stage |
| 18.07.2001 | | FK Cherkasy (Cherkasy) | – | Olkom (Melitopol) | | 3:0 (2:0) |
| Cherkasy |
Ukrainian Cup 2001/02, First stage |
| 14.07.2001 | | Olkom (Melitopol) | – | FK Cherkasy (Cherkasy) | | 1:3 (1:1) |
| Melitopol |
Ukrainian Cup 2000/01, 1/16 finals |
| 17.09.2000 | | FK Cherkasy (Cherkasy) | – | Nyva (Ternopol) | | 0:1 (0:0) |
| Cherkasy |
Ukrainian Cup 1999/00, 1/16 finals |
| 11.03.2000 | | FK Cherkasy (Cherkasy) | – | Karpaty (Lviv) | | 1:2 (1:0) |
| Cherkasy |
Ukrainian Cup 1998/99, 1/16 finals |
| 16.10.1998 | | Tavriya (Simferopil) | – | FK Cherkasy (Cherkasy) | | 3:2 (1:1) |
| Simferopol |
Ukrainian Cup 1998/99, 1/16 finals |
| 11.10.1998 | | FK Cherkasy (Cherkasy) | – | Tavriya (Simferopil) | | 1:1 (0:1) |
| Cherkasy |
Ukrainian Cup 1998/99, 1/32 finals |
| 06.10.1998 | | FK Cherkasy (Cherkasy) | – | Yavir (Krasnopillya) | | 3:1 (2:1) |
| Cherkasy |
Ukrainian Cup 1998/99, 1/32 finals |
| 02.10.1998 | | Yavir (Krasnopillya) | – | FK Cherkasy (Cherkasy) | | 0:0 |
| Krasnopillya Kolos Stadium |
Ukrainian Cup 1998/99, 1/64 finals |
| 27.09.1998 | | Systema-Boreks (Boyarka) | – | FK Cherkasy (Cherkasy) | | 0:0 |
| Borodyanka Systema SC |
Ukrainian Cup 1998/99, 1/64 finals |
| 22.09.1998 | | FK Cherkasy (Cherkasy) | – | Systema-Boreks (Boyarka) | | 3:0 (3:0) |
| Cherkasy |
Ukrainian Cup 1997/98, 1/64 finals |
| 26.07.1997 | | Krystal (Kherson) | – | FK Cherkasy (Cherkasy) | | 1:3 (1:0) |
| Kherson |
Ukrainian Cup 1997/98, 1/64 finals |
| 22.07.1997 | | FK Cherkasy (Cherkasy) | – | Krystal (Kherson) | | 2:4 (2:2) |
| Cherkasy |
Ukrainian Cup 1996/97, 1/64 finals |
| 28.08.1996 | | Obolon (Kyiv) | – | Dnipro (Cherkasy) | | 3:0 (2:0) |
| Kiev |
Ukrainian Cup 1995/96, 1/32 finals |
| 19.10.1995 | | Dnipro (Cherkasy) | – | CSKA-Borisfen (Borispil) | | 1:4 (0:2) |
| Cherkasy |
Ukrainian Cup 1995/96, 1/64 finals |
| 15.10.1995 | | Prometey (Dniprodzerzhynsk) | – | Dnipro (Cherkasy) | | 0:0 aet,
pen. 2:4 |
 | Dniprodzerzhynsk |
Ukrainian Cup 1994/95, 1/64 finals |
| 01.09.1994 | | Systema-Boreks (Boyarka) | – | Dnipro (Cherkasy) | | 3:2 (1:0) |
| Borodyanka Systema SC |
Ukrainian Cup 1993/94, 1/64 finals |
| 01.08.1993 | | Nyva (Karapyshi) | – | Dnipro (Cherkasy) | | 3:1 (2:0) |
| Myronivka Kolos Stadium |
Ukrainian Cup 1992/93, 1/64 finals |
| 01.08.1992 | | Polihraftekhnika-2 (Oleksandriya) | – | Dnipro (Cherkasy) | | 1:0 (0:0) |
| Oleksandriia |
Ukrainian Cup 1992, 1/16 finals |
| 23.02.1992 | | Karpaty (Lviv) | – | Dnipro (Cherkasy) | | 0:0 aet,
pen. 4:2 |
| Lviv |
Ukrainian Cup 1992, 1/32 finals |
| 16.02.1992 | | Dnipro (Cherkasy) | – | Veres (Rivne) | | 1:0 (0:0) |
| Cherkasy Spartak Stadium |
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