| 8. Round | 25/09/2004 | FK Krivbas (old) | - | FK Obolon | 1:1 | ||||
| 9. Round | 03/10/2004 | FK Obolon | - | Shakhtar Donetsk | 0:1 | ||||
| 11. Round | 30/10/2004 | FK Obolon | - | Volyn Lutsk | 1:2 | ||||
| 12. Round | 07/11/2004 | FK Illichivets | - | FK Obolon | 1:1 |  |
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| 14. Round | 28/11/2004 | Chernomorets Odessa | - | FK Obolon | 3:1 | ||||
| 15. Round | 05/12/2004 | FK Obolon | - | Dnipro Dnipropetrovsk | 0:1 | ||||
| 16. Round | 01/03/2005 | Dnipro Dnipropetrovsk | - | FK Obolon | 3:0 | ||||
| 17. Round | 07/03/2005 | FK Obolon | - | Chernomorets Odessa | 1:1 |  |
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| 18. Round | 13/03/2005 | Dinamo Kiev | - | FK Obolon | 3:1 | ||||
| 19. Round | 19/03/2005 | FK Obolon | - | FK Illichivets | 1:2 | |
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| 20. Round | 03/04/2005 | Volyn Lutsk | - | FK Obolon | 1:0 | ||||
| 21. Round | 10/04/2005 | FK Obolon | - | Zakarpattya Uzhgorod | 0:0 | |
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| 23. Round | 26/04/2005 | FK Obolon | - | FK Krivbas (old) | 0:1 | ||||
| 25. Round | 08/05/2005 | FK Obolon | - | Tavriya Simferopol (1958-2014) | 0:1 | ||||
| 27. Round | 21/05/2005 | Metalurg Zaporizhya | - | FK Obolon | 1:0 | ||||
| 28. Round | 28/05/2005 | FK Obolon | - | Borysfen Boryspil | 0:0 | ||||
| 29. Round | 12/06/2005 | Vorskla-Naftohaz | - | FK Obolon | 2:1 | |
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| 30. Round | 16/06/2005 | FK Obolon | - | Metalurh Donetsk | 1:1 | |
Ukraine