[40] Jennifer Brady 6-7,4-6 Jessica Pegula [83] 2020-08-23 17:10
Stadium: Court 7 Round: 24 Ground: Hardcourt outdoor
Home History
| WTA Lexington | 2020/08/16 15:00 | Jil Teichmann v Jennifer Brady | 3-6,4-6 |
| WTA Lexington | 2020/08/15 16:30 | Jennifer Brady v Cori Gauff | 6-2,6-4 |
| WTA Lexington | 2020/08/14 19:30 | Jennifer Brady v Marie Bouzkova | 6-1,6-2 |
| WTA Lexington | 2020/08/12 22:10 | Magda Linette v Jennifer Brady | 2-6,3-6 |
| WTA Lexington | 2020/08/10 19:55 | Jennifer Brady v Heather Watson | 6-2,6-1 |
| US Invitational Women | 2020/06/28 00:10 | Jennifer Brady v Sloane Stephens | 6-2,7-6 |
| US Invitational Women | 2020/06/25 17:00 | Jennifer Brady v Victoria Azarenka | 6-3,6-2 |
| Matchplay 120 Women | 2020/06/08 18:00 | Jennifer Brady v Jamie Loeb | 5-7,7-5,3-6 |
Away History
| WTA New York | 2020/08/21 15:00 | Ludmilla Samsonova v Jessica Pegula | 3-6,6-3,2-6 |
| WTA New York | 2020/08/20 15:00 | Varvara Gracheva v Jessica Pegula | 5-7,6-7 |
| WTA Lexington | 2020/08/13 19:40 | Catherine Bellis v Jessica Pegula | 6-3,6-2 |
| WTA Lexington | 2020/08/10 21:10 | Jessica Pegula v Vera Zvonareva | 6-1,5-7,6-4 |
| Matchplay 120 Women | 2020/06/11 18:00 | Jessica Pegula v Shelby Rogers | 6-7,6-3,6-4 |
| Matchplay 120 Women | 2020/06/06 14:00 | Jessica Pegula v Leylah Annie Fernandez | 6-3,4-6,6-2 |
| WTA Indian Wells | 2020/03/06 20:45 | Jessica Pegula v Irina-Camelia Begu | 5-7,1-6 |
| WTA Indian Wells | 2020/03/05 19:40 | Shelby Rogers v Jessica Pegula | 6-7,2-6 |