| 1. Round | 16/08/2009 | FK Rad Beograd | - | FK Smederevo | 3:2 | ||||
| 2. Round | 22/08/2009 | FK Smederevo | - | FK Napredak | 1:0 |  |
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| 3. Round | 29/08/2009 | FK Metalac | - | FK Smederevo | 0:2 | ||||
| 4. Round | 13/09/2009 | Vojvodina | - | FK Smederevo | 1:1 | |
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| 5. Round | 20/09/2009 | FK Smederevo | - | Crvena Zvezda | 0:3 | ||||
| 6. Round | 26/09/2009 | OFK Beograd | - | FK Smederevo | 1:0 | ||||
| 7. Round | 03/10/2009 | FK Smederevo | - | Mladi Radnik | 0:0 | ||||
| 8. Round | 17/10/2009 | Borac Čačak | - | FK Smederevo | 3:1 | |
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| 9. Round | 24/10/2009 | FK Smederevo | - | FK Javor | 1:1 | ||||
| 11. Round | 07/11/2009 | FK Smederevo | - | FK Čukarički | 1:0 | ||||
| 12. Round | 21/11/2009 | Partizan | - | FK Smederevo | 2:1 | ||||
| 13. Round | 28/11/2009 | FK Smederevo | - | BSK Borča | 1:1 | |
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| 15. Round | 12/12/2009 | FK Smederevo | - | FK Jagodina | 2:0 | |
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| 21. Round | 27/03/2010 | FK Smederevo | - | OFK Beograd | 0:1 |
Serbia