| 04 May 09 | r21  |  Estoril Open Benesova vs Silva |
| 04 May 09 | r21 | Estoril Open Johansson vs Groth |
| 04 May 09 | r21 | Estoril Open Groenefeld vs Parmentier |
| 04 May 09 | r21 | Estoril Open Barrois vs Joao Koehler |
| 05 May 09 | r21 | Estoril Open Lisicki vs Flipkens |
| 05 May 09 | r21 | Estoril Open Ani vs Piedade |
| 05 May 09 | r21 | Estoril Open Kudryavtseva vs Bovina |
| 05 May 09 | r21 | Estoril Open Makarova vs Cetkovska |
| 05 May 09 | r21 | Estoril Open Peer vs Larcherde Brito |
| 05 May 09 | r21 | Estoril Open Kvitova vs Wickmayer |
| 05 May 09 | r21 | Estoril Open Czink vs Fernandez Brugues |
| 05 May 09 | r21 | Estoril Open Coin vs Salerni |
| 05 May 09 | r21 | Estoril Open Kirilenko vs Fichman |
| 05 May 09 | r21 | Estoril Open Zahlavova Strycova vs Soler Espinosa |
| 05 May 09 | r21 | Estoril Open Cirstea vs Date Krumm |
| 05 May 09 | r21 | Estoril Open Govortsova vs Ivanova |
| 06 May 09 | r21 | Estoril Open Benesova vs Groth |
| 06 May 09 | r21 | Estoril Open Lisicki vs Bovina |
| 06 May 09 | r21 | Estoril Open Groenefeld vs Barrois |
| 06 May 09 | r21 | Estoril Open Govortsova vs Wickmayer |
| 06 May 09 | r21 | Estoril Open Cirstea vs Ani |
| 06 May 09 | r21 | Estoril Open Makarova vs Czink |
| 06 May 09 | r21 | Estoril Open Peer vs Zahlavova Strycova |
| 06 May 09 | r21 | Estoril Open Kirilenko vs Salerni |
| 07 May 09 | r21 | Estoril Open Lisicki vs Groenefeld |
| 07 May 09 | r21 | Estoril Open Kirilenko vs Makarova |
| 07 May 09 | r21 | Estoril Open Peer vs Groth |
| 07 May 09 | r21 | Estoril Open Cirstea vs Wickmayer |
| 08 May 09 | r21 | Estoril Open Makarova vs Groenefeld |
| 08 May 09 | r21 | Estoril Open Peer vs Wickmayer |
| 09 May 09 | r21 | Estoril Open Makarova vs Wickmayer |
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