[73] Leylah Fernandez 5-7,7-6,6-4 Naomi Osaka [3] 2021-09-03 23:50
Stadium: Arthur Ashe Stadium Round: 25 Ground: Hardcourt outdoor
Home History
| US Open Women | 2021/09/01 15:50 | Kaia Kanepi v Leylah Annie Fernandez | 5-7,5-7 |
| US Open Women | 2021/08/30 15:00 | Leylah Annie Fernandez v Ana Konjuh | 7-6,6-2 |
| WTA Cincinnati | 2021/08/17 02:20 | Alison Riske-Amritraj v Leylah Annie Fernandez | 6-2,6-2 |
| WTA Cincinnati | 2021/08/15 19:00 | Elena-Gabriela Ruse v Leylah Annie Fernandez | 2-6,0-6 |
| WTA Cincinnati | 2021/08/14 19:30 | Irina-Camelia Begu v Leylah Annie Fernandez | 3-6,3-6 |
| WTA Montreal | 2021/08/09 23:00 | Harriet Dart v Leylah Annie Fernandez | 7-5,7-6 |
| Olympics 2020 - Women | 2021/07/26 02:00 | Leylah Annie Fernandez v Barbora Krejcikova | 2-6,4-6 |
| Olympics 2020 - Women | 2021/07/24 02:00 | Leylah Annie Fernandez v Dayana Yastremska | 6-3,3-6,6-0 |
Away History
| US Open Women | 2021/08/31 00:40 | Marie Bouzkova v Naomi Osaka | 4-6,1-6 |
| WTA Cincinnati | 2021/08/19 23:00 | Jil Teichmann v Naomi Osaka | 3-6,6-3,6-3 |
| WTA Cincinnati | 2021/08/18 16:30 | Cori Gauff v Naomi Osaka | 6-4,3-6,4-6 |
| Olympics 2020 - Women | 2021/07/27 03:35 | Marketa Vondrousova v Naomi Osaka | 6-1,6-4 |
| Olympics 2020 - Women | 2021/07/26 02:00 | Viktorija Golubic v Naomi Osaka | 3-6,2-6 |
| Olympics 2020 - Women | 2021/07/25 03:50 | Saisai Zheng v Naomi Osaka | 1-6,4-6 |
| French Open Women | 2021/05/30 09:00 | Patricia Maria Tig v Naomi Osaka | 4-6,6-7 |
| WTA Rome | 2021/05/12 09:35 | Jessica Pegula v Naomi Osaka | 7-6,6-2 |