| 1. Round | 12/07/2003 | Zirka Kirovograd | - | Arsenal Kiev | 1:0 | ||||
| 2. Round | 17/07/2003 | FK Krivbas (old) | - | Zirka Kirovograd | 1:0 | ||||
| 3. Round | 22/07/2003 | Zirka Kirovograd | - | Dnipro Dnipropetrovsk | 0:3 | ||||
| 4. Round | 27/07/2003 | Metalurg Zaporizhya | - | Zirka Kirovograd | 3:1 |  |
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| 5. Round | 03/08/2003 | Zirka Kirovograd | - | Borysfen Boryspil | 1:1 | ||||
| 6. Round | 17/08/2003 | Karpaty Lviv | - | Zirka Kirovograd | 0:0 | ||||
| 7. Round | 31/08/2003 | Zirka Kirovograd | - | Shakhtar Donetsk | 0:1 | ||||
| 11. Round | 04/10/2003 | Metalurh Donetsk | - | Zirka Kirovograd | 1:0 | ||||
| 12. Round | 18/10/2003 | Zirka Kirovograd | - | Vorskla-Naftohaz | 0:1 | ||||
| 13. Round | 25/10/2003 | Tavriya Simferopol (1958-2014) | - | Zirka Kirovograd | 2:0 | ||||
| 14. Round | 02/11/2003 | Zirka Kirovograd | - | Volyn Lutsk | 1:0 | ||||
| 15. Round | 09/11/2003 | Chernomorets Odessa | - | Zirka Kirovograd | 0:0 |  |
Ukraine