[22] Madison Keys 7-6,4-6,2-6 Daria Kasatkina [8] 2023-04-07 18:30
Stadium: Credit One Stadium Round: 27 Ground: Clay
Head to Head
| WTA San Diego | 2022/10/14 00:30 | Madison Keys v Daria Kasatkina | 6-4,6-3 |
| WTA Melbourne 2 | 2022/01/06 00:00 | Daria Kasatkina v Madison Keys | 7-6,2-6,6-3 |
| Australian Open Women | 2020/01/21 01:45 | Madison Keys v Daria Kasatkina | 6-3,6-1 |
| WTA Osaka | 2019/09/17 02:00 | Madison Keys v Daria Kasatkina | 6-3,6-4 |
| WTA Cincinnati | 2019/08/14 20:05 | Madison Keys v Daria Kasatkina | 6-4,6-1 |
| 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 Charleston | 2023/04/07 00:10 | Magda Linette v Madison Keys | 2-6,6-3,1-6 |
| WTA Charleston | 2023/04/05 17:05 | Hailey Baptiste v Madison Keys | 1-6,2-6 |
| WTA Charleston | 2023/04/04 16:50 | Emma Navarro v Madison Keys | 4-6,3-6 |
| WTA Miami | 2023/03/26 21:15 | Barbora Krejcikova v Madison Keys | 7-6,6-3 |
| WTA Miami | 2023/03/24 18:35 | Robin Montgomery v Madison Keys | 4-6,4-6 |
| WTA Dubai | 2023/02/23 13:10 | Madison Keys v Coco Gauff | 2-6,5-7 |
| WTA Dubai | 2023/02/22 09:55 | Madison Keys v Victoria Azarenka | 6-2,6-1 |
| WTA Dubai | 2023/02/21 08:00 | Caroline Garcia v Madison Keys | 5-7,4-6 |
Away History
| WTA Charleston | 2023/04/06 19:00 | Bernarda Pera v Daria Kasatkina | 3-6,6-7 |
| WTA Charleston | 2023/04/05 15:00 | Madison Brengle v Daria Kasatkina | 2-6,1-6 |
| WTA Miami | 2023/03/23 15:00 | Elise Mertens v Daria Kasatkina | 4-6,6-2,6-2 |
| WTA Indian Wells | 2023/03/14 03:30 | Varvara Gracheva v Daria Kasatkina | 6-4,6-4 |
| WTA Indian Wells | 2023/03/11 23:25 | Tatjana Maria v Daria Kasatkina | 2-6,1-6 |
| WTA Dubai | 2023/02/21 07:00 | Daria Kasatkina v Barbora Krejcikova | 4-6,6-4,5-7 |
| WTA Doha | 2023/02/15 15:30 | Daria Kasatkina v Beatriz Haddad Maia | 3-6,6-7 |
| WTA Doha | 2023/02/14 18:00 | Daria Kasatkina v Rebecca Marino | 7-6,6-2 |