[70] Jennifer Brady 6-7,7-6,6-3 Amanda Anisimova [29] 2019-08-21 14:30
Stadium: Brad Drewett Round: 24 Ground: Hardcourt outdoor
Home History
| WTA Cincinnati | 2019/08/14 18:15 | Su-Wei Hsieh v Jennifer Brady | 7-6,6-3 |
| WTA Cincinnati | 2019/08/13 18:15 | Ons Jabeur v Jennifer Brady | 2-6,2-6 |
| WTA Cincinnati | 2019/08/11 15:30 | Magda Linette v Jennifer Brady | 6-2,3-6,4-6 |
| WTA Cincinnati | 2019/08/10 16:50 | Jennifer Brady v Jil Teichmann | 1-6,6-1,6-2 |
| WTA Toronto | 2019/08/07 17:20 | Jennifer Brady v Simona Halep | 6-4,5-7,6-7 |
| WTA Toronto | 2019/08/05 15:00 | Jennifer Brady v Kristina Mladenovic | 6-1,6-2 |
| WTA Toronto | 2019/08/04 14:00 | Monica Puig v Jennifer Brady | 3-6,2-6 |
| WTA Toronto | 2019/08/03 14:00 | Shuai Peng v Jennifer Brady | 5-7,5-7 |
Away History
| WTA San Jose | 2019/08/03 02:00 | Amanda Anisimova v Saisai Zheng | 7-5,5-7,4-6 |
| WTA San Jose | 2019/08/01 22:00 | Amanda Anisimova v Madison Brengle | 6-2,6-2 |
| Wimbledon Women | 2019/07/04 15:10 | Amanda Anisimova v Magda Linette | 4-6,5-7 |
| Wimbledon Women | 2019/07/02 13:45 | Amanda Anisimova v Sorana Cirstea | 6-3,6-3 |
| WTA Mallorca | 2019/06/21 12:10 | Belinda Bencic v Amanda Anisimova | 6-2,6-2 |
| WTA Mallorca | 2019/06/20 12:05 | Alize Cornet v Amanda Anisimova | 2-6,4-6 |
| WTA Mallorca | 2019/06/18 11:20 | Tereza Martincova v Amanda Anisimova | 6-3,6-7,4-6 |
| French Open Women | 2019/06/07 09:00 | Ashleigh Barty v Amanda Anisimova | 6-7,6-3,6-3 |