| 1. Jornada | 19.07.2009 | FK Obolon | - | Metalist Kharkiv | 0:2 | ||||
| 3. Jornada | 01.08.2009 | Arsenal Kiev | - | FK Obolon | 4:1 | ||||
| 4. Jornada | 08.08.2009 | Chernomorets Odessa | - | FK Obolon | 0:1 | ||||
| 8. Jornada | 27.09.2009 | Shakhtar Donetsk | - | FK Obolon | 4:0 | ||||
| 9. Jornada | 03.10.2009 | FK Obolon | - | Metalurg Zaporizhya | 4:1 | ||||
| 14. Jornada | 21.11.2009 | Vorskla Poltava | - | FK Obolon | 3:2 | ||||
| 15. Jornada | 29.11.2009 | FK Obolon | - | Metalurh Donetsk | 2:1 | ||||
| 16. Jornada | 05.12.2009 | Metalist Kharkiv | - | FK Obolon | 0:1 |  |
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| 17. Jornada | 12.12.2009 | Zorya Lugansk | - | FK Obolon | 2:0 | |
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| 23. Jornada | 03.04.2010 | FK Obolon | - | Shakhtar Donetsk | 0:1 | ||||
| 24. Jornada | 09.04.2010 | Metalurg Zaporizhya | - | FK Obolon | 2:1 | ||||
| 25. Jornada | 14.04.2010 | FK Obolon | - | Dinamo Kiev | 0:4 | ||||
| 27. Jornada | 25.04.2010 | FK Obolon | - | FK Krivbas (old) | 1:2 |
Ucrania