Ukrainian Cup 2020/21, First Preliminary Round |
 | 29.08.2020 |  | FK Nikopol (Nikopol) | – | Krystal (Kherson) | | 1:3 (0:2) |
| Nikopol |
Ukrainian Cup 2018/19, First Preliminary Round |
| 18.07.2018 | | Enerhiya (Nova Kahovka) | – | Krystal (Kherson) | | 0:1 (0:0) |
| Nova Kakhovka |
Ukrainian Cup 2012/13, First Preliminary Round |
| 25.07.2012 | | Krystal (Kherson) | – | FK Ternopil (Ternopil) | | 3:1 (0:1) |
| Kherson |
Ukrainian Cup 2001/02, First stage |
| 18.07.2001 | | SK Kherson (Kherson) | – | Podillya (Khmelnytskyi) | | 1:0 (0:0) |
| Kherson |
Ukrainian Cup 1999/00, 1/16 finals |
| 11.03.2000 | | SK Kherson (Kherson) | – | Chornomorets (Odesa) | | 1:0 (1:0) |
| Kherson |
Ukrainian Cup 1999/00, First stage. Second League Cup, semifinal |
| 08.11.1999 | | SK Kherson (Kherson) | – | Metalist-2 (Kharkiv) | | 1:0 (0:0) |
| Kherson |
Ukrainian Cup 1999/00, First stage. Second League Cup, semifinal |
| 04.11.1999 | | Metalist-2 (Kharkiv) | – | SK Kherson (Kherson) | | 0:1 (0:0) |
| Kharkiv ETM Stadium |
Ukrainian Cup 1999/00, First stage. Second League Cup, quarterfinal |
| 26.10.1999 | | Hirnyk-Sport (Komsomolsk) | – | SK Kherson (Kherson) | | 0:1 (0:0) |
| Komsomolsk |
Ukrainian Cup 1999/00, First stage. Second League Cup, 1/16 finals |
| 22.09.1999 | | Viktor (Zaporizhia) | – | SK Kherson (Kherson) | | 0:2 (0:2) |
| Zaporizhia |
Ukrainian Cup 1999/00, First stage. Second League Cup, 1/16 finals |
| 01.09.1999 | | SK Kherson (Kherson) | – | Viktor (Zaporizhia) | | 4:1 (2:0) |
| Kherson |
Ukrainian Cup 1998/99, 1/64 finals |
| 27.09.1998 | | Krystal (Kherson) | – | Metalurh (Nikopol) | | 3:2 (1:2) |
| Kherson |
Ukrainian Cup 1998/99, 1/128 finals |
| 29.08.1998 | | Dynamo (Odesa) | – | Krystal (Kherson) | | 0:1 (0:0) |
| Odesa |
Ukrainian Cup 1998/99, 1/128 finals |
| 25.08.1998 | | Krystal (Kherson) | – | Dynamo (Odesa) | | 3:1 (1:1) |
| Kherson |
Ukrainian Cup 1997/98, 1/32 finals |
| 15.10.1997 | | Krystal (Kherson) | – | Poligraftekhnyka (Oleksandriya) | | 1:0 (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 1997/98, 1/128 finals |
| 18.07.1997 | | Krystal (Kherson) | – | Olimpiya FK AES (Yuzhnoukrainsk) | | 3:1 (1:0) |
| Kherson |
Ukrainian Cup 1996/97, 1/64 finals |
| 28.08.1996 | | Lokomotyv (Smila) | – | Krystal (Kherson) | | 0:1 (0:0) |
| Smila Lokomotyv Stadium |
