| 05 May 09 | r26  |  Serbia Open Rochus vs Devilder |
| 05 May 09 | r26 | Serbia Open Canas vs Daniel |
| 05 May 09 | r26 | Serbia Open Granollers vs Krajinovic |
| 05 May 09 | r26 | Serbia Open Clement vs Ventura |
| 05 May 09 | r26 | Serbia Open Troicki vs Querrey |
| 05 May 09 | r26 | Serbia Open Vliegen vs Hrbaty |
| 05 May 09 | r26 | Serbia Open Kubot vs Zlatanovic |
| 05 May 09 | r26 | Serbia Open Ljubicic vs Crivoi |
| 05 May 09 | r26 | Serbia Open Tipsarevic vs Roitman |
| 06 May 09 | r26 | Serbia Open Odesnik vs Mayer |
| 06 May 09 | r26 | Serbia Open Massu vs Dabul |
| 06 May 09 | r26 | Serbia Open Baghdatis vs Cipolla |
| 06 May 09 | r26 | Serbia Open Andreev vs Kubot |
| 06 May 09 | r26 | Serbia Open Rochus vs Vliegen |
| 06 May 09 | r26 | Serbia Open Troicki vs Granollers |
| 06 May 09 | r26 | Serbia Open Djokovic vs Tipsarevic |
| 07 May 09 | r26 | Serbia Open Seppi vs Mayer |
| 07 May 09 | r26 | Serbia Open Ljubicic vs Daniel |
| 07 May 09 | r26 | Serbia Open Clement vs Cipolla |
| 07 May 09 | r26 | Serbia Open Karlovic vs Dabul |
| 08 May 09 | r26 | Serbia Open Vliegen vs Kubot |
| 08 May 09 | r26 | Serbia Open Karlovic vs Cipolla |
| 08 May 09 | r26 | Serbia Open Seppi vs Daniel |
| 08 May 09 | r26 | Serbia Open Djokovic vs Troicki |
| 09 May 09 | r26 | Serbia Open Karlovic vs Kubot |
| 09 May 09 | r26 | Serbia Open Djokovic vs Seppi |
| 10 May 09 | r26 | Serbia Open Djokovic vs Kubot |
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