| 2. Round | 16/07/2010 | Metalurh Donetsk | - | FK Obolon | 3:0 | ||||
| 3. Round | 25/07/2010 | FK Obolon | - | Vorskla Poltava | 0:1 | ||||
| 4. Round | 01/08/2010 | Dnipro Dnipropetrovsk | - | FK Obolon | 3:0 | ||||
| 5. Round | 07/08/2010 | FK Obolon | - | FK Krivbas (old) | 1:1 | ||||
| 7. Round | 20/08/2010 | FK Obolon | - | Zorya Lugansk | 1:0 | ||||
| 8. Round | 28/08/2010 | Arsenal Kiev | - | FK Obolon | 1:0 | ||||
| 11. Round | 26/09/2010 | FK Obolon | - | Volyn Lutsk | 0:1 |
Ukraine