[48] Jennifer Brady 6-3,6-2 Victoria Azarenka [58] 2020-06-25 17:00
Round: 1
Home History
| Matchplay 120 Women | 2020/06/08 18:00 | Jennifer Brady v Jamie Loeb | 5-7,7-5,3-6 |
| Matchplay 120 Women | 2020/06/03 14:00 | Jamie Loeb v Jennifer Brady | 2-6,1-6 |
| Matchplay 120 Women | 2020/05/29 16:00 | Laura Siegemund v Jennifer Brady | 5-7,0-6 |
| WTA Doha | 2020/02/25 18:15 | Ons Jabeur v Jennifer Brady | 6-4,6-3 |
| WTA Doha | 2020/02/24 16:40 | Jennifer Brady v Alison Riske-Amritraj | 7-6,1-6,7-6 |
| WTA Dubai | 2020/02/21 15:30 | Simona Halep v Jennifer Brady | 6-2,6-0 |
| WTA Dubai | 2020/02/20 11:55 | Jennifer Brady v Garbine Muguruza | 6-7,6-3,6-4 |
| WTA Dubai | 2020/02/19 10:00 | Jennifer Brady v Marketa Vondrousova | 4-6,6-4,6-1 |
Away History
| WTA Monterrey | 2020/03/03 22:00 | Victoria Azarenka v Tamara Zidansek | 2-6,2-6 |
| US Open Women | 2019/08/27 23:45 | Aryna Sabalenka v Victoria Azarenka | 3-6,6-3,6-4 |
| WTA Cincinnati | 2019/08/14 16:30 | Donna Vekic v Victoria Azarenka | 6-2,7-5 |
| WTA Toronto | 2019/08/07 15:00 | Victoria Azarenka v Dayana Yastremska | 5-7,5-7 |
| WTA Toronto | 2019/08/06 17:15 | Victoria Azarenka v Camila Giorgi | 6-2,6-2 |
| WTA San Jose | 2019/08/02 02:00 | Donna Vekic v Victoria Azarenka | 6-4,6-3 |
| WTA San Jose | 2019/07/30 23:40 | Harmony Tan v Victoria Azarenka | 2-6,4-6 |
| Wimbledon Women | 2019/07/05 14:50 | Simona Halep v Victoria Azarenka | 6-3,6-1 |