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| 22/09/2009 | 14:30 | OFK Beograd | - | RFK Novi Sad | 5:4 pso | |
| 23/09/2009 | 14:30 | FK Novi Pazar | - | Mladi Radnik | 2:1 | |
| 14:30 | Srem Sremska Mitrovica | - | Borac Čačak | 2:5 pso | ||
| 14:30 | FK Voždovac | - | FK Jagodina | 0:1 | ||
| 14:30 | Partizan Kosovska Mitrovica | - | FK Napredak | 5:4 pso | ||
| 14:30 | BSK Borča | - | Sloboda Užice | 4:5 pso | ||
| 14:30 | FK Čukarički | - | FK Metalac | 3:5 pso | ||
| 14:30 | FK Smederevo | - | FK Kolubara | 4:0 | ||
| 14:30 | Spartak Zlatibor Voda | - | FK Bežanija | 2:0 | ||
| 14:30 | FK Rad Beograd | - | Mladost Lučani | 2:3 | ||
| 14:30 | Radnički Svilajnac | - | FK Banat Zrenjanin | 1:3 | ||
| 14:30 | Hajduk Rodić | - | ČSK Pivara | 5:3 pso | ||
| 14:30 | Proleter Novi Sad | - | FK Javor | 3:1 | ||
| 14:30 | Vojvodina | - | Dinamo Vranje | 4:0 | ||
| 17:00 | Crvena Zvezda | - | Mladost Apatin | 6:1 | ||
| 18:00 | Partizan | - | FK Inđija | 3:0 |
