| 1. Round | 20/07/2008 | FK Lviv | - | Shakhtar Donetsk | 2:0 |  |
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| 2. Round | 27/07/2008 | Karpaty Lviv | - | Shakhtar Donetsk | 1:1 | |
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| 3. Round | 03/08/2008 | Shakhtar Donetsk | - | FK Illichivets | 3:0 |  |
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| 4. Round | 08/08/2008 | Dnipro Dnipropetrovsk | - | Shakhtar Donetsk | 0:0 | ||||
| 5. Round | 17/08/2008 | Shakhtar Donetsk | - | Metalist Kharkiv | 2:2 | |
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| 6. Round | 23/08/2008 | Vorskla Poltava | - | Shakhtar Donetsk | 1:0 | ||||
| 9. Round | 27/09/2008 | Shakhtar Donetsk | - | Metalurh Donetsk | 1:1 | |
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| 11. Round | 18/10/2008 | Shakhtar Donetsk | - | FK Krivbas (old) | 4:2 | |
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| 12. Round | 26/10/2008 | FK Kharkiv | - | Shakhtar Donetsk | 0:0 | |
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| 15. Round | 16/11/2008 | Shakhtar Donetsk | - | Dinamo Kiev | 1:0 | |
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| 16. Round | 21/11/2008 | Shakhtar Donetsk | - | FK Lviv | 2:0 | ||||
| 17. Round | 30/11/2008 | Shakhtar Donetsk | - | Karpaty Lviv | 1:0 |
Brazil
