Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 19.07.2009 |  | Matchday 1 | Obolon - Metalist Kharki | OBO - KHA | 0:2 | 5.000 |
| 26.07.2009 | | Matchday 2 | Obolon - Zorya Lugansk | OBO - LUG | 3:0 | 3.800 |
| 22.08.2009 | | Matchday 5 | Obolon - Dnipro | OBO - DNI | 1:0 | 5.000 |
| 19.09.2009 | | Matchday 7 | Obolon - Hoverla | OBO - HOV | 0:1 | 3.500 |
| 03.10.2009 | | Matchday 9 | Obolon - Zaporizhya | OBO - ZAP | 4:1 | 3.800 |
| 24.10.2009 | | Matchday 11 | Obolon - Tavriya | OBO - Sim | 1:0 | 3.500 |
| 29.11.2009 | | Matchday 15 | Obolon - FK Stal | OBO - MDO | 2:1 | 4.500 |