| 1. Round | 15/07/2004 | Metalurh Donetsk | - | FK Obolon | 2:1 | ||||
| 6. Round | 29/08/2004 | Tavriya Simferopol (1958-2014) | - | FK Obolon | 0:1 | ||||
| 7. Round | 19/09/2004 | FK Obolon | - | Metalist Kharkiv | 0:0 | ||||
| 9. Round | 03/10/2004 | FK Obolon | - | Shakhtar Donetsk | 0:1 | ||||
| 10. Round | 24/10/2004 | Zakarpattya Uzhgorod | - | FK Obolon | 1:2 |  |
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| 15. Round | 05/12/2004 | FK Obolon | - | Dnipro Dnipropetrovsk | 0:1 | ||||
| 20. Round | 03/04/2005 | Volyn Lutsk | - | FK Obolon | 1:0 | ||||
| 22. Round | 16/04/2005 | Shakhtar Donetsk | - | FK Obolon | 5:1 |
Ukraine