[18] Madison Keys 6-4,6-1 Daria Kasatkina [41] 2019-08-14 20:05
Stadium: Stadium 3 Round: 25 Ground: Hardcourt outdoor
Head to Head
| WTA Zhuhai | 2018/10/31 09:30 | Daria Kasatkina v Madison Keys | 2-6,4-6 |
| WTA Cincinnati | 2017/08/16 15:00 | Daria Kasatkina v Madison Keys | 2-6,1-6 |
| WTA Wuhan | 2016/09/28 04:00 | Daria Kasatkina v Madison Keys | 1-6,6-4,4-6 |
Home History
| WTA Cincinnati | 2019/08/13 18:15 | Madison Keys v Garbine Muguruza | 6-7,7-6,6-4 |
| WTA Toronto | 2019/08/06 21:30 | Madison Keys v Donna Vekic | 6-3,6-7,6-7 |
| WTA Washington | 2019/07/30 22:15 | Hailey Baptiste v Madison Keys | 7-6,6-2 |
| Wimbledon Women | 2019/07/03 18:20 | Madison Keys v Polona Hercog | 2-6,4-6 |
| Wimbledon Women | 2019/07/01 10:00 | Madison Keys v Luksika Kumkhum | 6-3,6-2 |
| French Open Women | 2019/06/06 10:00 | Madison Keys v Ashleigh Barty | 3-6,5-7 |
| French Open Women | 2019/06/03 09:00 | Katerina Siniakova v Madison Keys | 2-6,4-6 |
| French Open Women | 2019/06/01 12:25 | Anna Blinkova v Madison Keys | 3-6,7-6,4-6 |
Away History
| WTA Cincinnati | 2019/08/13 21:20 | Barbora Strycova v Daria Kasatkina | 4-6,6-7 |
| WTA Toronto | 2019/08/07 20:10 | Daria Kasatkina v Bianca Andreescu | 7-5,2-6,5-7 |
| WTA Toronto | 2019/08/06 01:55 | Angelique Kerber v Daria Kasatkina | 6-0,2-6,4-6 |
| WTA San Jose | 2019/07/31 20:55 | Elina Svitolina v Daria Kasatkina | 6-3,6-1 |
| WTA San Jose | 2019/07/30 03:35 | Mihaela Buzarnescu v Daria Kasatkina | 2-6,2-6 |
| Wimbledon Women | 2019/07/01 16:35 | Ajla Tomljanovic v Daria Kasatkina | 6-3,6-1 |
| WTA Eastbourne | 2019/06/23 15:20 | Daria Kasatkina v Andrea Petkovic | 7-5,4-6,2-6 |
| French Open Women | 2019/05/30 13:20 | Daria Kasatkina v Monica Puig | 3-6,1-6 |