| Winner | Loser | Tournament | Date | Prob | Odds1 | Odds2 | Sets | $Bet1 | $Bet2 | Profit |
| Elena Dementieva | Elena Vesnina | ASB Classic - Auckland | 10/01/2009 | 91% | $ 1.15 | $ 7.04 | 2-0 | $ - | $ - | $ - |
| Victoria Azarenka | Marion Bartoli | Brisbane International - Brisbane | 10/01/2009 | 69% | $ 1.55 | $ 2.72 | 2-0 | $120.28 | $ - | $ 66.15 |
| Elena Vesnina | Anne Keothavong | ASB Classic - Auckland | 9/01/2009 | 36% | $ 1.72 | $ 2.29 | 2-1 | $ - | $369.45 | -$369.45 |
| Elena Dementieva | Aravane Rezai | ASB Classic - Auckland | 9/01/2009 | 93% | $ 1.14 | $ 7.70 | 2-0 | $406.78 | $ - | $ 56.95 |
| Victoria Azarenka | Sara Errani | Brisbane International - Brisbane | 9/01/2009 | 80% | $ 1.32 | $ 3.82 | 2-0 | $160.67 | $ - | $ 51.42 |
| Marion Bartoli | Amelie Mauresmo | Brisbane International - Brisbane | 9/01/2009 | 46% | $ 2.17 | $ 1.79 | Void | $ - | $ - | $ - |
| Dominika Cibulkova | Sabine Lisicki | Hopman Cup - Perth | 8/01/2009 | 81% | $ 1.27 | $ 4.38 | 2-0 | $ - | $ - | $ - |
| Anne Keothavong | Ayumi Morita | ASB Classic - Auckland | 8/01/2009 | 56% | $ 1.94 | $ 1.97 | Void | $ 87.49 | $ - | $ - |
| Aravane Rezai | Edina Gallovits | ASB Classic - Auckland | 8/01/2009 | 36% | $ 1.94 | $ 1.96 | 2-0 | $ - | $268.78 | -$268.78 |
| Elena Dementieva | Shahar Peer | ASB Classic - Auckland | 8/01/2009 | 92% | $ 1.19 | $ 5.80 | 2-0 | $506.21 | $ - | $ 96.18 |
| Elena Vesnina | Caroline Wozniacki | ASB Classic - Auckland | 8/01/2009 | 12% | $ 5.67 | $ 1.19 | 2-1 | $ - | $ - | $ - |
| Victoria Azarenka | Lucie Safarova | Brisbane International - Brisbane | 8/01/2009 | 83% | $ 1.37 | $ 3.50 | 2-0 | $383.41 | $ - | $141.86 |
| Amelie Mauresmo | Ana Ivanovic | Brisbane International - Brisbane | 8/01/2009 | 22% | $ 3.45 | $ 1.38 | 2-0 | $ - | $200.47 | -$200.47 |
| Marion Bartoli | Tathiana Garbin | Brisbane International - Brisbane | 8/01/2009 | 78% | $ 1.30 | $ 4.06 | 2-0 | $ - | $ - | $ - |
| Sara Errani | Olga Govortsova | Brisbane International - Brisbane | 8/01/2009 | 63% | $ 1.82 | $ 2.12 | 2-0 | $168.67 | $ - | $138.31 |
| Ana Ivanovic | Roberta Vinci | Brisbane International - Brisbane | 7/01/2009 | 87% | $ 1.06 | $14.00 | 2-1 | $ - | $ - | $ - |
| Olga Govortsova | Sesil Karatantcheva | Brisbane International - Brisbane | 7/01/2009 | 72% | $ 1.58 | $ 2.61 | 2-1 | $249.12 | $ - | $144.49 |
| Elena Dementieva | Marina Erakovic | ASB Classic - Auckland | 7/01/2009 | 93% | $ 1.13 | $ 8.20 | 2-0 | $421.95 | $ - | $ 54.85 |
| Caroline Wozniacki | Jill Craybas | ASB Classic - Auckland | 7/01/2009 | 89% | $ 1.09 | $ 9.80 | 2-0 | $ - | $ - | $ - |
| Elena Vesnina | Nicole Vaidisova | ASB Classic - Auckland | 7/01/2009 | 43% | $ 2.53 | $ 1.61 | 2-0 | $ - | $ - | $ - |
| Ayumi Morita | Aleksandra Wozniak | ASB Classic - Auckland | 7/01/2009 | 27% | $ 2.58 | $ 1.60 | 2-0 | $ - | $272.87 | -$272.87 |
| Anne Keothavong | Carla Suarez Navarro | ASB Classic - Auckland | 7/01/2009 | 77% | $ 2.10 | $ 1.83 | 2-0 | $562.17 | $ - | $618.38 |
| Aravane Rezai | Anastasia Pavlyuchenkova | ASB Classic - Auckland | 7/01/2009 | 13% | $ 2.87 | $ 1.48 | 2-0 | $ - | $604.11 | -$604.11 |
| Shahar Peer | Barbora Zahlavova Strycova | ASB Classic - Auckland | 7/01/2009 | 56% | $ 1.46 | $ 2.96 | 2-1 | $ - | $153.57 | -$153.57 |
| Edina Gallovits | Anabel Medina Garrigues | ASB Classic - Auckland | 7/01/2009 | 30% | $ 3.70 | $ 1.30 | 2-0 | $ - | $ - | $ - |
| Sara Errani | Tsvetana Pironkova | Brisbane International - Brisbane | 7/01/2009 | 50% | $ 1.96 | $ 1.94 | 2-1 | $ - | $ - | $ - |
| Amelie Mauresmo | Julie Coin | Brisbane International - Brisbane | 7/01/2009 | 67% | $ 1.27 | $ 4.40 | 2-1 | $ - | $ - | $ - |
| Lucie Safarova | Samantha Stosur | Brisbane International - Brisbane | 6/01/2009 | 19% | $ 2.70 | $ 1.56 | 2-0 | $ - | $484.03 | -$484.03 |
| Marion Bartoli | Melinda Czink | Brisbane International - Brisbane | 6/01/2009 | 70% | $ 1.24 | $ 4.75 | 2-1 | $ - | $ - | $ - |
| Tathiana Garbin | Alisa Kleybanova | Brisbane International - Brisbane | 6/01/2009 | 25% | $ 3.05 | $ 1.44 | 2-1 | $ - | $185.84 | -$185.84 |
| Caroline Wozniacki | Alberta Brianti | ASB Classic - Auckland | 6/01/2009 | 93% | $ 1.10 | $ 8.76 | 2-0 | $ - | $ - | $ - |
| Roberta Vinci | Anna-Lena Groenefeld | Brisbane International - Brisbane | 5/01/2009 | 49% | $ 1.01 | $ 1.01 | 2-1 | $ - | $ - | $ - |
| $ - | $ - | $ - |