1. Round | 19/07/2009 | FK Obolon | - | Metalist Kharkiv | 0:2 | ||||
2. Round | 26/07/2009 | FK Obolon | - | Zorya Lugansk | 3:0 | ||||
3. Round | 01/08/2009 | Arsenal Kiev | - | FK Obolon | 4:1 | ||||
4. Round | 08/08/2009 | Chernomorets Odessa | - | FK Obolon | 0:1 | ||||
6. Round | 30/08/2009 | Karpaty Lviv | - | FK Obolon | 5:0 | ||||
7. Round | 19/09/2009 | FK Obolon | - | Zakarpattya Uzhgorod | 0:1 | ||||
16. Round | 05/12/2009 | Metalist Kharkiv | - | FK Obolon | 0:1 | ||||
17. Round | 12/12/2009 | Zorya Lugansk | - | FK Obolon | 2:0 | ||||
23. Round | 03/04/2010 | FK Obolon | - | Shakhtar Donetsk | 0:1 | ||||
25. Round | 14/04/2010 | FK Obolon | - | Dinamo Kiev | 0:4 | ||||
27. Round | 25/04/2010 | FK Obolon | - | FK Krivbas (old) | 1:2 |