[20] Sofia Kenin 3-6,5-7 Madison Keys [9] 2019-08-30 23:00
Stadium: Arthur Ashe Stadium Round: 25 Ground: Hardcourt outdoor
Head to Head
| WTA Cincinnati | 2019/08/17 19:00 | Madison Keys v Sofia Kenin | 7-5,6-4 |
| WTA Rome | 2019/05/16 10:50 | Madison Keys v Sofia Kenin | 7-6,3-6,4-6 |
Home History
| US Open Women | 2019/08/29 15:00 | Sofia Kenin v Laura Siegemund | 7-6,6-0 |
| US Open Women | 2019/08/26 21:50 | Sofia Kenin v Coco Vandeweghe | 7-6,6-3 |
| WTA Cincinnati | 2019/08/17 19:00 | Madison Keys v Sofia Kenin | 7-5,6-4 |
| WTA Cincinnati | 2019/08/16 01:00 | Elina Svitolina v Sofia Kenin | 3-6,6-7 |
| WTA Cincinnati | 2019/08/14 21:40 | Sofia Kenin v Zarina Diyas | 6-4,6-1 |
| WTA Cincinnati | 2019/08/13 23:45 | Sofia Kenin v Julia Goerges | 6-4,7-6 |
| WTA Toronto | 2019/08/10 17:00 | Sofia Kenin v Bianca Andreescu | 4-6,6-7 |
| WTA Toronto | 2019/08/09 16:30 | Sofia Kenin v Elina Svitolina | 7-6,6-4 |
Away History
| US Open Women | 2019/08/28 20:25 | Lin Zhu v Madison Keys | 4-6,1-6 |
| US Open Women | 2019/08/27 02:20 | Misaki Doi v Madison Keys | 5-7,0-6 |
| WTA Cincinnati | 2019/08/18 18:00 | Svetlana Kuznetsova v Madison Keys | 5-7,6-7 |
| WTA Cincinnati | 2019/08/17 19:00 | Madison Keys v Sofia Kenin | 7-5,6-4 |
| WTA Cincinnati | 2019/08/16 23:00 | Venus Williams v Madison Keys | 2-6,3-6 |
| WTA Cincinnati | 2019/08/15 23:00 | Madison Keys v Simona Halep | 6-1,3-6,7-5 |
| WTA Cincinnati | 2019/08/14 20:05 | Madison Keys v Daria Kasatkina | 6-4,6-1 |
| WTA Cincinnati | 2019/08/13 18:15 | Madison Keys v Garbine Muguruza | 6-7,7-6,6-4 |