[14] Madison Keys 2-6,4-6 Naomi Osaka [19] 2018-09-07 00:35
Stadium: Arthur Ashe Stadium Round: 28 Ground: Hardcourt outdoor
Head to Head
| French Open Women | 2018/06/01 09:00 | Madison Keys v Naomi Osaka | 6-1,7-6 |
| WTA Indian Wells | 2017/03/14 02:00 | Madison Keys v Naomi Osaka | 6-1,6-4 |
| US Open 2016 Women | 2016/09/02 17:00 | Madison Keys v Naomi Osaka | 7-5,4-6,7-6 |
Home History
| US Open Women | 2018/09/05 23:00 | Carla Suarez Navarro v Madison Keys | 4-6,3-6 |
| US Open Women | 2018/09/03 16:00 | Madison Keys v Dominika Cibulkova | 6-1,6-3 |
| US Open Women | 2018/09/01 16:00 | Madison Keys v Aleksandra Krunic | 4-6,6-1,6-2 |
| US Open Women | 2018/08/30 19:15 | Madison Keys v Bernarda Pera | 6-4,6-1 |
| US Open Women | 2018/08/29 01:20 | Madison Keys v Pauline Parmentier | 6-4,6-4 |
| WTA Cincinnati | 2018/08/17 23:20 | Madison Keys v Aryna Sabalenka | 3-6,4-6 |
| WTA Cincinnati | 2018/08/16 19:35 | Angelique Kerber v Madison Keys | 6-2,6-7,4-6 |
| WTA Cincinnati | 2018/08/15 19:40 | Camila Giorgi v Madison Keys | 2-6,2-6 |
Away History
| US Open Women | 2018/09/05 16:00 | Naomi Osaka v Lesia Tsurenko | 6-1,6-1 |
| US Open Women | 2018/09/03 17:40 | Aryna Sabalenka v Naomi Osaka | 3-6,6-2,4-6 |
| US Open Women | 2018/09/01 19:40 | Naomi Osaka v Aliaksandra Sasnovich | 6-0,6-0 |
| US Open Women | 2018/08/30 15:00 | Naomi Osaka v Julia Glushko | 6-2,6-0 |
| US Open Women | 2018/08/28 15:00 | Naomi Osaka v Laura Siegemund | 6-3,6-2 |
| WTA Cincinnati | 2018/08/14 15:00 | Naomi Osaka v Maria Sakkari | 3-6,6-7 |
| WTA Montreal | 2018/08/07 16:30 | Naomi Osaka v Carla Suarez Navarro | 6-7,2-6 |
| WTA Washington | 2018/08/03 00:35 | Naomi Osaka v Magda Linette | 2-6,6-3,3-6 |