| 3. Round | 01/08/2009 | Vorskla Poltava | - | Shakhtar Donetsk | 1:1 | ||||
| 4. Round | 09/08/2009 | Shakhtar Donetsk | - | Metalurh Donetsk | 4:1 | ||||
| 6. Round | 31/08/2009 | Shakhtar Donetsk | - | Zorya Lugansk | 3:1 |  |
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| 7. Round | 20/09/2009 | Arsenal Kiev | - | Shakhtar Donetsk | 2:4 | |
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| 5. Round | 23/09/2009 | Metalist Kharkiv | - | Shakhtar Donetsk | 1:1 | |
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| 9. Round | 04/10/2009 | Dnipro Dnipropetrovsk | - | Shakhtar Donetsk | 2:2 | ||||
| 16. Round | 06/12/2009 | FK Krivbas (old) | - | Shakhtar Donetsk | 0:2 | ||||
| 13. Round | 09/12/2009 | Shakhtar Donetsk | - | Metalurg Zaporizhya | 2:0 | ||||
| 17. Round | 12/12/2009 | Shakhtar Donetsk | - | FK Illichivets | 2:1 | |
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| 18. Round | 28/02/2010 | Shakhtar Donetsk | - | Vorskla Poltava | 1:0 | ||||
| 30. Round | 09/05/2010 | Tavriya Simferopol (1958-2014) | - | Shakhtar Donetsk | 2:3 | |
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Ukraine