1. Round | 19/07/2009 | FK Obolon | - | Metalist Kharkiv | 0:2 | ||||
2. Round | 25/07/2009 | Dnipro Dnipropetrovsk | - | Metalist Kharkiv | 2:0 | ||||
3. Round | 02/08/2009 | Metalist Kharkiv | - | Karpaty Lviv | 1:0 | ||||
4. Round | 09/08/2009 | Zakarpattya Uzhgorod | - | Metalist Kharkiv | 0:2 | ||||
7. Round | 20/09/2009 | Metalist Kharkiv | - | Dinamo Kiev | 1:2 | ||||
8. Round | 27/09/2009 | Tavriya Simferopol (1958-2014) | - | Metalist Kharkiv | 0:0 | ||||
9. Round | 03/10/2009 | Metalist Kharkiv | - | FK Krivbas (old) | 1:0 | ||||
15. Round | 29/11/2009 | Arsenal Kiev | - | Metalist Kharkiv | 1:2 | ||||
16. Round | 05/12/2009 | Metalist Kharkiv | - | FK Obolon | 0:1 |