| 4. Round | 29/08/2009 | Slavia Sofia | - | Levski Sofia | 1:3 | ||||
| 5. Round | 12/09/2009 | Levski Sofia | - | Lokomotiv Sofia | 1:2 |  |
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| 7. Round | 27/09/2009 | Levski Sofia | - | PSFC Chernomorets | 0:1 | ||||
| 8. Round | 04/10/2009 | Lokomotiv Plovdiv | - | Levski Sofia | 2:2 | |
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| 12. Round | 08/11/2009 | Pirin Blagoevgrad | - | Levski Sofia | 0:2 | ||||
| 13. Round | 21/11/2009 | Levski Sofia | - | Cherno More Varna | 3:0 | ||||
| 3. Round | 25/11/2009 | Levski Sofia | - | PFC Litex Lovech | 2:2 | |
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| 14. Round | 28/11/2009 | Levski Sofia | - | PFC Montana | 3:1 | ||||
| 15. Round | 06/12/2009 | OFC Sliven | - | Levski Sofia | 1:0 | |
Morocco