| 05 Jan 09 | r02  |  Chennai Open Gimeno Traver vs Greul |
| 05 Jan 09 | r02 | Chennai Open Phau vs Ventura |
| 05 Jan 09 | r02 | Chennai Open Cilic vs Martin |
| 05 Jan 09 | r02 | Chennai Open Sela vs Ramirez Hidalgo |
| 05 Jan 09 | r02 | Chennai Open Soeda vs Dlouhy |
| 05 Jan 09 | r02 | Chennai Open Schuettler vs Amritraj |
| 05 Jan 09 | r02 | Chennai Open Granollers vs Lee |
| 06 Jan 09 | r02 | Chennai Open Karanusic vs Beck |
| 06 Jan 09 | r02 | Chennai Open Istomin vs Bopanna |
| 06 Jan 09 | r02 | Chennai Open Davydenko vs Koellerer |
| 06 Jan 09 | r02 | Chennai Open Kim vs Devvarman |
| 06 Jan 09 | r02 | Chennai Open Karlovic vs Ram |
| 06 Jan 09 | r02 | Chennai Open Minar vs Odesnik |
| 06 Jan 09 | r02 | Chennai Open Moya vs Udomchoke |
| 06 Jan 09 | r02 | Chennai Open Tipsarevic vs Andujar |
| 06 Jan 09 | r02 | Chennai Open Wawrinka vs Cipolla |
| 07 Jan 09 | r02 | Chennai Open Davydenko vs Dlouhy |
| 08 Jan 09 | r02 | Chennai Open Karlovic vs Minar |
| 08 Jan 09 | r02 | Chennai Open Moya vs Devvarman |
| 08 Jan 09 | r02 | Chennai Open Granollers vs Beck |
| 08 Jan 09 | r02 | Chennai Open Tipsarevic vs Sela |
| 08 Jan 09 | r02 | Chennai Open Phau vs Cipolla |
| 08 Jan 09 | r02 | Chennai Open Schuettler vs Greul |
| 08 Jan 09 | r02 | Chennai Open Cilic vs Istomin |
| 09 Jan 09 | r02 | Chennai Open Granollers vs Dlouhy |
| 09 Jan 09 | r02 | Chennai Open Schuettler vs Phau |
| 09 Jan 09 | r02 | Chennai Open Cilic vs Tipsarevic |
| 09 Jan 09 | r02 | Chennai Open Karlovic vs Devvarman |
| 10 Jan 09 | r02 | Chennai Open Cilic vs Granollers |
| 10 Jan 09 | r02 | Chennai Open Schuettler vs Devvarman |
| 11 Jan 09 | r02 | Chennai Open Cilic vs Schuettler |
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