| Winner | Loser | Tournament | Date | Prob | Odds1 | Odds2 | Sets | $Bet1 | $Bet2 | Profit |
| Dinara Safina | Caroline Wozniacki | Mutua Madrilena Madrid Open - Madrid | 17/05/2009 | 70% | $ 1.39 | $ 3.45 | 2-0 | $ - | $ - | $ - |
| Caroline Wozniacki | Amelie Mauresmo | Mutua Madrilena Madrid Open - Madrid | 16/05/2009 | 59% | $ 1.63 | $ 2.49 | 2-0 | $ - | $ - | $ - |
| Dinara Safina | Patty Schnyder | Mutua Madrilena Madrid Open - Madrid | 16/05/2009 | 84% | $ 1.21 | $ 5.40 | 2-0 | $ - | $ - | $ - |
| Caroline Wozniacki | Vera Dushevina | Mutua Madrilena Madrid Open - Madrid | 15/05/2009 | 73% | $ 1.21 | $ 5.40 | 2-0 | $ - | $ - | $ - |
| Dinara Safina | Alona Bondarenko | Mutua Madrilena Madrid Open - Madrid | 15/05/2009 | 92% | $ 1.20 | $ 5.50 | 2-0 | $498.11 | $ - | $ 99.62 |
| Patty Schnyder | Jelena Jankovic | Mutua Madrilena Madrid Open - Madrid | 15/05/2009 | 14% | $ 6.01 | $ 1.19 | 2-0 | $ - | $ - | $ - |
| Amelie Mauresmo | Agnes Szavay | Mutua Madrilena Madrid Open - Madrid | 15/05/2009 | 54% | $ 1.49 | $ 2.84 | 2-1 | $ - | $163.66 | -$163.66 |
| Alona Bondarenko | Anna Chakvetadze | Mutua Madrilena Madrid Open - Madrid | 14/05/2009 | 58% | $ 1.89 | $ 2.03 | 2-1 | $108.88 | $ - | $ 96.90 |
| Jelena Jankovic | Elena Vesnina | Mutua Madrilena Madrid Open - Madrid | 14/05/2009 | 80% | $ 1.20 | $ 5.50 | 2-0 | $ - | $ - | $ - |
| Dinara Safina | Lucie Safarova | Mutua Madrilena Madrid Open - Madrid | 14/05/2009 | 92% | $ 1.16 | $ 6.55 | 2-1 | $412.79 | $ - | $ 66.05 |
| Agnes Szavay | Victoria Azarenka | Mutua Madrilena Madrid Open - Madrid | 14/05/2009 | 15% | $ 5.40 | $ 1.20 | 2-1 | $ - | $ - | $ - |
| Caroline Wozniacki | Alisa Kleybanova | Mutua Madrilena Madrid Open - Madrid | 14/05/2009 | 70% | $ 1.41 | $ 3.27 | 2-0 | $ - | $ - | $ - |
| Vera Dushevina | Francesca Schiavone | Mutua Madrilena Madrid Open - Madrid | 13/05/2009 | 34% | $ 2.72 | $ 1.55 | 2-1 | $ - | $ - | $ - |
| Patty Schnyder | Nadia Petrova | Mutua Madrilena Madrid Open - Madrid | 13/05/2009 | 48% | $ 2.15 | $ 1.77 | 2-1 | $ - | $ - | $ - |
| Amelie Mauresmo | Elena Dementieva | Mutua Madrilena Madrid Open - Madrid | 13/05/2009 | 34% | $ 2.95 | $ 1.45 | 2-1 | $ - | $ - | $ - |
| Victoria Azarenka | Shuai Peng | Mutua Madrilena Madrid Open - Madrid | 13/05/2009 | 88% | $ 1.16 | $ 6.80 | 2-0 | $ - | $ - | $ - |
| Alona Bondarenko | Svetlana Kuznetsova | Mutua Madrilena Madrid Open - Madrid | 13/05/2009 | 6% | $ 6.00 | $ 1.18 | 2-0 | $ - | $617.00 | -$617.00 |
| Agnes Szavay | Aravane Rezai | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 43% | $ 1.82 | $ 2.12 | 2-1 | $ - | $181.86 | -$181.86 |
| Francesca Schiavone | Petra Kvitova | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 76% | $ 1.43 | $ 3.15 | 2-0 | $210.09 | $ - | $ 90.34 |
| Jelena Jankovic | Daniela Hantuchova | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 83% | $ 1.21 | $ 5.40 | 2-0 | $ - | $ - | $ - |
| Amelie Mauresmo | Jie Zheng | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 40% | $ 1.99 | $ 1.92 | 2-0 | $ - | $164.38 | -$164.38 |
| Caroline Wozniacki | Varvara Lepchenko | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 88% | $ 1.11 | $ 8.75 | 2-0 | $ - | $ - | $ - |
| Vera Dushevina | Roberta Vinci | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 44% | $ 2.27 | $ 1.73 | 2-1 | $ - | $ - | $ - |
| Lucie Safarova | Anne Keothavong | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 83% | $ 1.37 | $ 3.50 | 2-0 | $369.15 | $ - | $136.59 |
| Alisa Kleybanova | Venus Williams | Mutua Madrilena Madrid Open - Madrid | 12/05/2009 | 13% | $ 7.20 | $ 1.14 | 2-1 | $ - | $ - | $ - |
| Patty Schnyder | Aleksandra Wozniak | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 59% | $ 1.65 | $ 2.45 | 2-0 | $ - | $ - | $ - |
| Nadia Petrova | Anna-Lena Groenefeld | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 43% | $ 1.65 | $ 2.46 | 2-1 | $ - | $269.43 | -$269.43 |
| Elena Vesnina | Virginie Razzano | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 62% | $ 1.66 | $ 2.35 | 2-0 | $ - | $ - | $ - |
| Francesca Schiavone | Serena Williams | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 42% | $ 3.80 | $ 1.32 | Void | $217.47 | $ - | $ - |
| Daniela Hantuchova | Gisela Dulko | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 35% | $ 2.23 | $ 1.75 | 2-0 | $ - | $182.67 | -$182.67 |
| Shuai Peng | Anastasia Pavlyuchenkova | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 33% | $ 2.65 | $ 1.57 | 2-0 | $ - | $ - | $ - |
| Amelie Mauresmo | Ai Sugiyama | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 76% | $ 1.23 | $ 4.90 | 2-0 | $ - | $ - | $ - |
| Varvara Lepchenko | Magdalena Rybarikova | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 47% | $ 2.40 | $ 1.67 | 2-1 | $ - | $ - | $ - |
| Roberta Vinci | Maria-Jose Martinez Sanchez | Mutua Madrilena Madrid Open - Madrid | 11/05/2009 | 36% | $ 2.57 | $ 1.60 | 2-1 | $ - | $ - | $ - |
| $ - | $ - | $ - |