| 3. Round | 19/02/2009 | Shakhtar Donetsk | - | Tottenham Hotspur | 2:0 | ||||
| 3. Round | 26/02/2009 | Tottenham Hotspur | - | Shakhtar Donetsk | 1:1 | ||||
| Round of 16 | 12/03/2009 | CSKA Moskva | - | Shakhtar Donetsk | 1:0 |  |
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| Quarter-finals | 09/04/2009 | Shakhtar Donetsk | - | Olympique Marseille | 2:0 | ||||
| Quarter-finals | 16/04/2009 | Olympique Marseille | - | Shakhtar Donetsk | 1:2 | ||||
| Semi-finals | 30/04/2009 | Dinamo Kiev | - | Shakhtar Donetsk | 1:1 | ||||
| Semi-finals | 07/05/2009 | Shakhtar Donetsk | - | Dinamo Kiev | 2:1 | ||||
| Final | 20/05/2009 | Shakhtar Donetsk | - | Werder Bremen | 2:1 aet |
Ukraine