| 17 Aug 09 | r47  |  Western and Southern Financial Group Masters Becker vs Vassallo Arguello |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Mathieu vs Zverev |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Andreev vs Kiefer |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Simon vs Odesnik |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Almagro vs Sela |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Ljubicic vs Serra |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Monfils vs Karlovic |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Acasuso vs Kubot |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Ferrer vs Wawrinka |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Cilic vs Ferrero |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Robredo vs Chardy |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Safin vs Ginepri |
| 17 Aug 09 | r47 | Western and Southern Financial Group Masters Stepanek vs Troicki |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Querrey vs Lu |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Hanescu vs Youzhny |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Lopez vs Melzer |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Verdasco vs Garcia Lopez |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Seppi vs Hernych |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Soderling vs Hewitt |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Kohlschreiber vs Guccione |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Gonzalez vs Berdych |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Blake vs Kunitsyn |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Petzschner vs Bolelli |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Haas vs Isner |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Simon vs Andreev |
| 18 Aug 09 | r47 | Western and Southern Financial Group Masters Cilic vs Ferrer |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Djokovic vs Ljubicic |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Tsonga vs Guccione |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Garcia Lopez vs Youzhny |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Karlovic vs Mathieu |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Stepanek vs Safin |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Federer vs Acasuso |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Berdych vs Petzschner |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Melzer vs Benneteau |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Murray vs Almagro |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Davydenko vs Kunitsyn |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Chardy vs Isner |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Nadal vs Seppi |
| 19 Aug 09 | r47 | Western and Southern Financial Group Masters Hewitt vs Becker |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Roddick vs Querrey |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Federer vs Ferrer |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Garcia Lopez vs Benneteau |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Murray vs Stepanek |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Djokovic vs Chardy |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Querrey vs Hewitt |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Davydenko vs Simon |
| 20 Aug 09 | r47 | Western and Southern Financial Group Masters Nadal vs Mathieu |
| 21 Aug 09 | r47 | Western and Southern Financial Group Masters Berdych vs Guccione |
| 21 Aug 09 | r47 | Western and Southern Financial Group Masters Murray vs Benneteau |
| 21 Aug 09 | r47 | Western and Southern Financial Group Masters Federer vs Hewitt |
| 21 Aug 09 | r47 | Western and Southern Financial Group Masters Djokovic vs Simon |
| 21 Aug 09 | r47 | Western and Southern Financial Group Masters Nadal vs Berdych |
| 22 Aug 09 | r47 | Western and Southern Financial Group Masters Federer vs Murray |
| 22 Aug 09 | r47 | Western and Southern Financial Group Masters Nadal vs Djokovic |
| 23 Aug 09 | r47 | Western and Southern Financial Group Masters Federer vs Djokovic |
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