| 1. Jornada | 19.07.2009 | FK Obolon | - | Metalist Kharkiv | 0:2 | ||||
| 5. Jornada | 22.08.2009 | FK Obolon | - | Dnipro Dnipropetrovsk | 1:0 |  |
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| 8. Jornada | 27.09.2009 | Shakhtar Donetsk | - | FK Obolon | 4:0 | |
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| 11. Jornada | 24.10.2009 | FK Obolon | - | Tavriya Simferopol (1958-2014) | 1:0 | ||||
| 20. Jornada | 14.03.2010 | Dnipro Dnipropetrovsk | - | FK Obolon | 2:0 | ||||
| 13. Jornada | 24.03.2010 | FK Obolon | - | FK Illichivets | 1:1 | ||||
| 22. Jornada | 27.03.2010 | Zakarpattya Uzhgorod | - | FK Obolon | 0:1 |
Ucrania