[141] Kaja Juvan 6-4,3-6,4-6 Madison Brengle [95] 2019-04-27 16:45
Round: 28 Ground: Clay
Home History
| ITF W80 Charlottesville | 2019/04/26 13:00 | Caty McNally v Kaja Juvan | 5-7,1-6 |
| ITF W80 Charlottesville | 2019/04/25 14:00 | Emily Fanning v Kaja Juvan | 0-6,0-6 |
| ITF W80 Charlottesville | 2019/04/24 17:50 | Emma Navarro v Kaja Juvan | 1-6,3-6 |
| ITF W25 Santa Margherita | 2019/04/06 11:00 | Jil Teichmann v Kaja Juvan | 3-6,6-4,5-7 |
| ITF W25 Santa Margherita | 2019/04/05 12:00 | Kaja Juvan v Ludmilla Samsonova | 6-2,6-2 |
| ITF W25 Santa Margherita | 2019/04/04 12:00 | Kaja Juvan v Olga Saez Larra | 7-6,6-1 |
| ITF W25 Santa Margherita | 2019/04/03 12:00 | Kaja Juvan v Magdalena Pantuckova | 6-2,6-1 |
| ITF W25 Santa Margherita | 2019/03/31 12:00 | Jil Teichmann v Kaja Juvan | 7-6,6-0 |
Away History
| ITF W80 Charlottesville | 2019/04/26 14:00 | Quinn Gleason v Madison Brengle | 2-6,1-6 |
| ITF W80 Charlottesville | 2019/04/25 18:15 | Asia Muhammad v Madison Brengle | 1-6,1-6 |
| ITF W80 Charlottesville | 2019/04/23 16:55 | Lizette Cabrera v Madison Brengle | 1-6,6-3,6-7 |
| ITF W80 Dothan | 2019/04/17 23:00 | Sofya Zhuk v Madison Brengle | 6-7,6-4,6-0 |
| WTA Charleston | 2019/04/02 23:05 | Danielle Rose Collins v Madison Brengle | 6-1,6-3 |
| WTA Miami | 2019/03/20 15:25 | Dalila Jakupovic v Madison Brengle | 6-0,6-3 |
| WTA Miami | 2019/03/18 19:55 | Heather Watson v Madison Brengle | 7-6,3-6,4-6 |
| WTA Indian Wells | 2019/03/09 21:05 | Anastasija Sevastova v Madison Brengle | 6-3,6-4 |