| 7. Round | 01/09/2003 | FK Obolon | - | Karpaty Lviv | 1:0 | ||||
| 10. Round | 26/09/2003 | FK Obolon | - | Dinamo Kiev | 0:4 | ||||
| 12. Round | 19/10/2003 | FK Obolon | - | Metalurh Donetsk | 2:1 | ||||
| 13. Round | 25/10/2003 | Vorskla-Naftohaz | - | FK Obolon | 0:2 | ||||
| 14. Round | 03/11/2003 | FK Obolon | - | Tavriya Simferopol (1958-2014) | 1:0 | ||||
| 15. Round | 09/11/2003 | Volyn Lutsk | - | FK Obolon | 1:1 | ||||
| 18. Round | 28/03/2004 | FK Obolon | - | Vorskla-Naftohaz | 1:0 |  |
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| 19. Round | 04/04/2004 | Metalurh Donetsk | - | FK Obolon | 0:0 | ||||
| 20. Round | 10/04/2004 | FK Obolon | - | FK Illichivets | 0:2 | ||||
| 23. Round | 03/05/2004 | FK Obolon | - | Zirka Kirovograd | 3:0 | ||||
| 24. Round | 09/05/2004 | Karpaty Lviv | - | FK Obolon | 1:0 | ||||
| 25. Round | 22/05/2004 | Metalurg Zaporizhya | - | FK Obolon | 3:2 | ||||
| 27. Round | 26/05/2004 | FK Obolon | - | Dnipro Dnipropetrovsk | 2:2 | ||||
| 28. Round | 10/06/2004 | FK Krivbas (old) | - | FK Obolon | 1:0 | ||||
| 30. Round | 19/06/2004 | Chernomorets Odessa | - | FK Obolon | 0:2 | |
Ukraine