[59] Kaia Kanepi 3-6,4-6 Madison Brengle [92] 2023-04-03 14:00
Stadium: Althea Gibson Club Court Round: 24 Ground: Clay
Home History
| WTA Miami | 2023/03/21 18:40 | Camila Giorgi v Kaia Kanepi | 7-6,6-7,7-6 |
| WTA Indian Wells | 2023/03/08 19:00 | Aliaksandra Sasnovich v Kaia Kanepi | 6-3,7-6 |
| WTA Dubai | 2023/02/19 10:55 | Kaia Kanepi v Viktoriya Tomova | 3-6,1-6 |
| Australian Open Women | 2023/01/17 00:00 | Kaia Kanepi v Kimberly Birrell | 6-3,6-7,1-6 |
| WTA Adelaide 2 | 2023/01/11 05:50 | Kaia Kanepi v Paula Badosa | 1-6,5-7 |
| WTA Adelaide 2 | 2023/01/10 09:55 | Kaia Kanepi v Storm Hunter | 6-2,6-2 |
| WTA Adelaide 2 | 2023/01/07 23:30 | Kaia Kanepi v Sorana Cirstea | 2-6,6-4,5-7 |
| WTA Adelaide 2 | 2023/01/06 23:30 | Kaia Kanepi v Anna Bondar | 6-1,7-6 |
Away History
| WTA Miami | 2023/03/24 21:15 | Madison Brengle v Donna Vekic | 6-4,4-6,3-6 |
| WTA Indian Wells | 2023/03/11 23:45 | Martina Trevisan v Madison Brengle | 5-7,6-1,6-2 |
| WTA Indian Wells | 2023/03/09 22:55 | Laura Siegemund v Madison Brengle | 6-7,4-6 |
| WTA Austin | 2023/03/02 20:30 | Marta Kostyuk v Madison Brengle | 6-3,3-6,6-0 |
| WTA Austin | 2023/02/28 20:05 | Madison Brengle v Louisa Chirico | 6-2,7-6 |
| WTA Dubai | 2023/02/17 08:40 | Katarina Zavatska v Madison Brengle | 3-6,6-1,6-4 |
| WTA Doha | 2023/02/13 15:45 | Viktoriya Tomova v Madison Brengle | 6-3,6-3 |
| WTA Doha | 2023/02/12 14:35 | Madison Brengle v Bernarda Pera | 6-1,6-2 |