| 18 Jul 16 | r39  |  Citi Open Stosur vs Kudryavtseva |
| 18 Jul 16 | r39 | Citi Open Wickmayer vs Brengle |
| 19 Jul 16 | r39 | Citi Open Zhang vs Zhu |
| 19 Jul 16 | r39 | Citi Open Pegula vs Wozniak |
| 19 Jul 16 | r39 | Citi Open Abanda vs Arconada |
| 19 Jul 16 | r39 | Citi Open Putintseva vs Flink |
| 19 Jul 16 | r39 | Citi Open Wozniacki vs Kuwata |
| 19 Jul 16 | r39 | Citi Open Bouchard vs Giorgi |
| 19 Jul 16 | r39 | Citi Open Falconi vs Broady |
| 19 Jul 16 | r39 | Citi Open Lisicki vs Kucova |
| 19 Jul 16 | r39 | Citi Open Niculescu vs Mchale |
| 19 Jul 16 | r39 | Citi Open Paszek vs Albanese |
| 20 Jul 16 | r39 | Citi Open Puig vs Dodin |
| 20 Jul 16 | r39 | Citi Open Stephens vs Ozaki |
| 20 Jul 16 | r39 | Citi Open Mladenovic vs Crawford |
| 20 Jul 16 | r39 | Citi Open Rogers vs Davis |
| 20 Jul 16 | r39 | Citi Open Mchale vs Pegula |
| 20 Jul 16 | r39 | Citi Open Wickmayer vs Zhang |
| 21 Jul 16 | r39 | Citi Open Putintseva vs Arconada |
| 21 Jul 16 | r39 | Citi Open Stosur vs Wozniacki |
| 21 Jul 16 | r39 | Citi Open Mladenovic vs Lisicki |
| 21 Jul 16 | r39 | Citi Open Puig vs Davis |
| 21 Jul 16 | r39 | Citi Open Broady vs Ozaki |
| 22 Jul 16 | r39 | Citi Open Giorgi vs Paszek |
| 22 Jul 16 | r39 | Citi Open Mladenovic vs Wickmayer |
| 22 Jul 16 | r39 | Citi Open Putintseva vs Ozaki |
| 22 Jul 16 | r39 | Citi Open Stosur vs Pegula |
| 23 Jul 16 | r39 | Citi Open Giorgi vs Davis |
| 23 Jul 16 | r39 | Citi Open Wickmayer vs Putintseva |
| 24 Jul 16 | r39 | Citi Open Davis vs Pegula |
| 24 Jul 16 | r39 | Citi Open Wickmayer vs Davis |
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