| 1. Round | 09/07/2010 | Zorya Lugansk | - | PFK Sevastopol | 0:0 | ||||
| 2. Round | 17/07/2010 | PFK Sevastopol | - | Metalist Kharkiv | 0:0 | ||||
| 3. Round | 24/07/2010 | Arsenal Kiev | - | PFK Sevastopol | 0:1 | ||||
| 5. Round | 07/08/2010 | Shakhtar Donetsk | - | PFK Sevastopol | 5:0 |  |
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| 6. Round | 15/08/2010 | PFK Sevastopol | - | Metalurh Donetsk | 0:1 | ||||
| 7. Round | 22/08/2010 | Karpaty Lviv | - | PFK Sevastopol | 2:1 | ||||
| 8. Round | 27/08/2010 | PFK Sevastopol | - | Vorskla Poltava | 0:0 | ||||
| 9. Round | 10/09/2010 | Volyn Lutsk | - | PFK Sevastopol | 1:0 | ||||
| 10. Round | 18/09/2010 | PFK Sevastopol | - | Dnipro Dnipropetrovsk | 2:1 |  |
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| 11. Round | 25/09/2010 | FK Illichivets | - | PFK Sevastopol | 4:2 | ||||
| 12. Round | 03/10/2010 | PFK Sevastopol | - | FK Krivbas (old) | 2:2 | |
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| 13. Round | 16/10/2010 | FK Obolon | - | PFK Sevastopol | 2:2 | ||||
| 14. Round | 23/10/2010 | PFK Sevastopol | - | Metalurg Zaporizhya | 1:0 | ||||
| 15. Round | 31/10/2010 | Tavriya Simferopol (1958-2014) | - | PFK Sevastopol | 2:1 |
Ukraine