| 1. Round | 12/07/2003 | FK Illichivets | - | Tavriya Simferopol (1958-2014) | 1:1 | ||||
| 5. Round | 03/08/2003 | Tavriya Simferopol (1958-2014) | - | Volyn Lutsk | 1:0 | ||||
| 6. Round | 17/08/2003 | Chernomorets Odessa | - | Tavriya Simferopol (1958-2014) | 2:0 | ||||
| 7. Round | 31/08/2003 | Tavriya Simferopol (1958-2014) | - | Arsenal Kiev | 1:1 | ||||
| 8. Round | 14/09/2003 | FK Krivbas (old) | - | Tavriya Simferopol (1958-2014) | 1:0 |  |
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| 11. Round | 04/10/2003 | Tavriya Simferopol (1958-2014) | - | Borysfen Boryspil | 1:2 |  |
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| 12. Round | 18/10/2003 | Karpaty Lviv | - | Tavriya Simferopol (1958-2014) | 1:0 | ||||
| 13. Round | 25/10/2003 | Tavriya Simferopol (1958-2014) | - | Zirka Kirovograd | 2:0 | ||||
| 14. Round | 03/11/2003 | FK Obolon | - | Tavriya Simferopol (1958-2014) | 1:0 | ||||
| 15. Round | 10/11/2003 | Tavriya Simferopol (1958-2014) | - | Dinamo Kiev | 0:0 |
Ukraine