[18] Madison Keys 7-6,6-3 Caroline Wozniacki [13] 2019-04-07 17:00
Stadium: Credit One Stadium Round: 29 Ground: Clay
Head to Head
| WTA Indian Wells | 2017/03/15 04:45 | Madison Keys v Caroline Wozniacki | 4-6,4-6 |
| US Open 2016 Women | 2016/09/04 17:10 | Madison Keys v Caroline Wozniacki | 3-6,4-6 |
Home History
| WTA Charleston | 2019/04/06 18:40 | Madison Keys v Monica Puig | 6-4,6-0 |
| WTA Charleston | 2019/04/05 20:30 | Sloane Stephens v Madison Keys | 6-7,6-4,2-6 |
| WTA Charleston | 2019/04/04 21:50 | Jelena Ostapenko v Madison Keys | 5-7,2-6 |
| WTA Charleston | 2019/04/03 23:00 | Tatjana Maria v Madison Keys | 6-7,6-4,4-6 |
| WTA Miami | 2019/03/21 23:30 | Samantha Stosur v Madison Keys | 6-4,4-6,6-4 |
| WTA Indian Wells | 2019/03/09 20:20 | Madison Keys v Mona Barthel | 6-3,1-6,5-7 |
| 2019 Fed Cup | 2019/02/10 18:00 | Madison Keys v Ashleigh Barty | 4-6,1-6 |
| 2019 Fed Cup | 2019/02/09 19:40 | Madison Keys v Kimberly Birrell | 6-2,6-2 |
Away History
| WTA Charleston | 2019/04/06 17:00 | Petra Martic v Caroline Wozniacki | 3-6,4-6 |
| WTA Charleston | 2019/04/05 18:40 | Caroline Wozniacki v Maria Sakkari | 6-2,6-2 |
| WTA Charleston | 2019/04/04 18:55 | Caroline Wozniacki v Mihaela Buzarnescu | 6-4,3-6,6-3 |
| WTA Charleston | 2019/04/03 20:35 | Caroline Wozniacki v Laura Siegemund | 6-2,6-2 |
| WTA Miami | 2019/03/25 19:55 | Su-Wei Hsieh v Caroline Wozniacki | 6-3,6-7,6-2 |
| WTA Miami | 2019/03/23 20:20 | Monica Niculescu v Caroline Wozniacki | 4-6,6-7 |
| WTA Miami | 2019/03/22 19:20 | Aliaksandra Sasnovich v Caroline Wozniacki | 4-6,4-6 |
| WTA Indian Wells | 2019/03/10 02:00 | Ekaterina Alexandrova v Caroline Wozniacki | 7-5,2-6,7-5 |