Ukrainian Cup 2018/19, Second Preliminary round |
 | 22.08.2018 | | FK Sumy (Sumy) | – | Kobra (Kharkiv) | | +:- |
| Sumy |
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 | | Helios (Kharkiv) | – | Obolon-Brovar (Kyiv) | | 0:0 aet,
pen. 3:1 |
| Kharkiv |
Ukrainian Cup 2016/17, Second Preliminary round |
| 10.08.2016 | | Helios (Kharkiv) | – | Desna (Chernihiv) | | 0:1 (0:0) |
| Kharkiv |
Ukrainian Cup 2015/16, 1/8 finals |
| 27.10.2015 | | Zorya (Lugansk) | – | Helios (Kharkiv) | | 3:1 (1:0) |
| Zaporizhia |
Ukrainian Cup 2015/16, 1/8 finals |
| 23.09.2015 | | Helios (Kharkiv) | – | Zorya (Lugansk) | | 0:2 (0:2) |
| Kharkiv |
Ukrainian Cup 2015/16, 1/16 finals |
| 22.08.2015 | | Helios (Kharkiv) | – | Goverla (Uzhgorod) | | 1:0 (0:0) |
| Kharkiv |
Ukrainian Cup 2014/15, 1/16 finals |
| 23.08.2014 | | Helios (Kharkiv) | – | Metalurh (Zaporizhzhya) | | 0:1 (0:0) |
| Kharkiv |
Ukrainian Cup 2013/14, Second preliminary round |
| 07.08.2013 | | Stal (Dniprodzerzhinsk) | – | Helios (Kharkiv) | | 1:0 (1:0) |
| Dniprodzerzhynsk |
Ukrainian Cup 2012/13, 1/16 finals |
| 23.09.2012 | | Helios (Kharkiv) | – | Goverla (Uzhgorod) | | 0:1 (0:0) |
| Kharkiv |
Ukrainian Cup 2012/13, Second preliminary round |
| 22.08.2012 | | Helios (Kharkiv) | – | Olympic (Donetsk) | | 3:0 (1:0) |
| Kharkiv |
Ukrainian Cup 2011/12, Second preliminary round |
| 17.08.2011 | | Goverla-Zakarpattya (Uzhgorod) | – | Helios (Kharkiv) | | 1:0 (0:0) |
| Uzhgorod |
Ukrainian Cup 2010/11, Second preliminary round |
| 18.08.2010 | | Helios (Kharkiv) | – | Krymteplytsya (Molodizhne) | | 0:1 (0:0) |
| Kharkiv |
Ukrainian Cup 2009/10, Second preliminary round |
| 04.08.2009 | | Enerhetyk (Burshtyn) | – | Helios (Kharkiv) | | 1:1 aet
(1:1, 1:1),
pen. 6:5 |
| Burshtyn |
Ukrainian Cup 2008/09, 1/16 finals |
| 13.09.2008 | | Helios (Kharkiv) | – | Zakarpattya (Uzhgorod) | | 0:1 (0:0) |
| Krasnokutsk |
Ukrainian Cup 2008/09, Second preliminary round |
| 06.08.2008 | | Podillya-Khmelnytskyi (Khmelnytskyi) | – | Helios (Kharkiv) | | 1:2 aet
(1:1, 1:1) |
| Khmelnytsky |
Ukrainian Cup 2007/08, 1/16 finals |
| 26.09.2007 | | Helios (Kharkiv) | – | Arsenal (Kyiv) | | 0:2 (0:1) |
| Kharkiv |
Ukrainian Cup 2007/08, Second preliminary round |
| 08.08.2007 | | Helios (Kharkiv) | – | Stal (Dniprodzerzhinsk) | | 2:2 aet
(0:1, 2:2),
pen. 3:0 |
| Kharkiv |
Ukrainian Cup 2006/07, 1/32 finals |
| 11.08.2006 | | Tytan (Armyansk) | – | Helios (Kharkiv) | | 2:1 (1:0) |
| Armyansk |
Ukrainian Cup 2005/06, 1/32 finals |
| 13.08.2005 | | Rava (Rava Ruska) | – | Helios (Kharkiv) | | 1:0 (1:0) |
| Rava-Ruska Lokomotyv Stadium |
Ukrainian Cup 2004/05, 1/32 finals |
| 07.08.2004 | | Helios (Kharkiv) | – | Tavriya (Simferopil) | | 1:3 (1:0) |
| Kharkiv |
Ukrainian Cup 2003/04, 1/32 finals |
| 10.08.2003 | | Helios (Kharkiv) | – | Metalist (Kharkiv) | | 0:2 (0:0) |
 | Kharkiv |
