| 12 Apr 09 | r23  |  Monte Carlo Masters Kohlschreiber vs Gulbis |
| 12 Apr 09 | r23 | Monte Carlo Masters Soderling vs Bolelli |
| 12 Apr 09 | r23 | Monte Carlo Masters Wawrinka vs Troicki |
| 12 Apr 09 | r23 | Monte Carlo Masters Robredo vs Schuettler |
| 13 Apr 09 | r23 | Monte Carlo Masters Kunitsyn vs Chela |
| 13 Apr 09 | r23 | Monte Carlo Masters Benneteau vs Hernandez |
| 13 Apr 09 | r23 | Monte Carlo Masters Hanescu vs Martin |
| 13 Apr 09 | r23 | Monte Carlo Masters Acasuso vs Granollers |
| 13 Apr 09 | r23 | Monte Carlo Masters Melzer vs Seppi |
| 13 Apr 09 | r23 | Monte Carlo Masters Gicquel vs Schwank |
| 13 Apr 09 | r23 | Monte Carlo Masters Chardy vs Monaco |
| 13 Apr 09 | r23 | Monte Carlo Masters Kiefer vs Beck |
| 13 Apr 09 | r23 | Monte Carlo Masters Ljubicic vs Vliegen |
| 13 Apr 09 | r23 | Monte Carlo Masters Cilic vs Cipolla |
| 13 Apr 09 | r23 | Monte Carlo Masters Stepanek vs Lapentti |
| 14 Apr 09 | r23 | Monte Carlo Masters Monfils vs Tipsarevic |
| 14 Apr 09 | r23 | Monte Carlo Masters Berdych vs Fognini |
| 14 Apr 09 | r23 | Monte Carlo Masters Almagro vs Montanes |
| 14 Apr 09 | r23 | Monte Carlo Masters Rochus vs Lisnard |
| 14 Apr 09 | r23 | Monte Carlo Masters Nalbandian vs Mathieu |
| 14 Apr 09 | r23 | Monte Carlo Masters Andreev vs Vassallo Arguello |
| 14 Apr 09 | r23 | Monte Carlo Masters Ferrer vs Lopez |
| 14 Apr 09 | r23 | Monte Carlo Masters Karlovic vs Serra |
| 14 Apr 09 | r23 | Monte Carlo Masters Safin vs Hewitt |
| 14 Apr 09 | r23 | Monte Carlo Masters Simon vs Beck |
| 14 Apr 09 | r23 | Monte Carlo Masters Murray vs Hanescu |
| 14 Apr 09 | r23 | Monte Carlo Masters Robredo vs Monaco |
| 14 Apr 09 | r23 | Monte Carlo Masters Djokovic vs Hernandez |
| 15 Apr 09 | r23 | Monte Carlo Masters Bolelli vs Tipsarevic |
| 15 Apr 09 | r23 | Monte Carlo Masters Verdasco vs Kohlschreiber |
| 15 Apr 09 | r23 | Monte Carlo Masters Montanes vs Lisnard |
| 15 Apr 09 | r23 | Monte Carlo Masters Wawrinka vs Vassallo Arguello |
| 15 Apr 09 | r23 | Monte Carlo Masters Davydenko vs Karlovic |
| 15 Apr 09 | r23 | Monte Carlo Masters Federer vs Seppi |
| 15 Apr 09 | r23 | Monte Carlo Masters Nalbandian vs Granollers |
| 15 Apr 09 | r23 | Monte Carlo Masters Cilic vs Fognini |
| 15 Apr 09 | r23 | Monte Carlo Masters Nadal vs Chela |
| 15 Apr 09 | r23 | Monte Carlo Masters Ferrer vs Gicquel |
| 15 Apr 09 | r23 | Monte Carlo Masters Del Potro vs Ljubicic |
| 15 Apr 09 | r23 | Monte Carlo Masters Safin vs Lapentti |
| 16 Apr 09 | r23 | Monte Carlo Masters Monaco vs Beck |
| 16 Apr 09 | r23 | Monte Carlo Masters Federer vs Wawrinka |
| 16 Apr 09 | r23 | Monte Carlo Masters Verdasco vs Ferrer |
| 16 Apr 09 | r23 | Monte Carlo Masters Djokovic vs Montanes |
| 17 Apr 09 | r23 | Monte Carlo Masters Murray vs Fognini |
| 17 Apr 09 | r23 | Monte Carlo Masters Bolelli vs Ljubicic |
| 17 Apr 09 | r23 | Monte Carlo Masters Davydenko vs Nalbandian |
| 17 Apr 09 | r23 | Monte Carlo Masters Nadal vs Lapentti |
| 17 Apr 09 | r23 | Monte Carlo Masters Djokovic vs Verdasco |
| 17 Apr 09 | r23 | Monte Carlo Masters Wawrinka vs Beck |
| 17 Apr 09 | r23 | Monte Carlo Masters Nadal vs Ljubicic |
| 17 Apr 09 | r23 | Monte Carlo Masters Murray vs Davydenko |
| 18 Apr 09 | r23 | Monte Carlo Masters Djokovic vs Wawrinka |
| 18 Apr 09 | r23 | Monte Carlo Masters Nadal vs Murray |
| 19 Apr 09 | r23 | Monte Carlo Masters Nadal vs Djokovic |
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