[31] Jessica Pegula 7-6,6-2 Naomi Osaka [2] 2021-05-12 09:35
Stadium: Pietrangeli Round: 25 Ground: Clay
Head to Head
| WTA Beijing | 2019/09/29 04:30 | Jessica Pegula v Naomi Osaka | 3-6,6-7 |
Home History
| WTA Rome | 2021/05/10 12:40 | Daria Kasatkina v Jessica Pegula | 5-7,3-6 |
| WTA Madrid | 2021/05/04 13:30 | Aryna Sabalenka v Jessica Pegula | 6-1,6-2 |
| WTA Madrid | 2021/04/30 11:05 | Jessica Pegula v Sorana Cirstea | 7-6,6-3 |
| WTA Miami | 2021/03/29 21:05 | Jessica Pegula v Maria Sakkari | 4-6,6-2,6-7 |
| WTA Miami | 2021/03/28 15:00 | Karolina Pliskova v Jessica Pegula | 1-6,6-4,4-6 |
| WTA Miami | 2021/03/26 15:00 | Storm Hunter v Jessica Pegula | 3-6,4-6 |
| WTA Dubai | 2021/03/11 11:20 | Elise Mertens v Jessica Pegula | 5-7,7-5,6-0 |
| WTA Dubai | 2021/03/10 08:00 | Jessica Pegula v Karolina Pliskova | 6-0,6-2 |
Away History
| WTA Madrid | 2021/05/02 09:00 | Karolina Muchova v Naomi Osaka | 6-4,3-6,6-1 |
| WTA Madrid | 2021/04/30 10:20 | Misaki Doi v Naomi Osaka | 5-7,2-6 |
| WTA Miami | 2021/03/31 17:00 | Maria Sakkari v Naomi Osaka | 6-0,6-4 |
| WTA Miami | 2021/03/29 19:00 | Elise Mertens v Naomi Osaka | 3-6,3-6 |
| WTA Miami | 2021/03/26 17:00 | Ajla Tomljanovic v Naomi Osaka | 6-7,4-6 |
| Australian Open Women | 2021/02/20 08:30 | Jennifer Brady v Naomi Osaka | 4-6,3-6 |
| Australian Open Women | 2021/02/18 03:00 | Naomi Osaka v Serena Williams | 6-3,6-4 |
| Australian Open Women | 2021/02/16 01:30 | Su-Wei Hsieh v Naomi Osaka | 2-6,2-6 |