[81] Madison Brengle 6-2,6-2 Robin Montgomery [353] 2021-05-12 19:00
Stadium: Championship Round: 25 Ground: Clay
Home History
| ITF W100 Charleston | 2021/05/09 15:00 | Madison Brengle v Claire Liu | 2-6,6-7 |
| ITF W100 Charleston | 2021/05/08 13:55 | Madison Brengle v Magdalena Frech | 7-6,6-3 |
| ITF W100 Charleston | 2021/05/07 13:50 | Madison Brengle v Katie Volynets | 7-5,7-6 |
| ITF W100 Charleston | 2021/05/06 14:00 | Madison Brengle v Veronica Cepede Royg | 7-5,6-2 |
| ITF W100 Charleston | 2021/05/05 14:00 | Madison Brengle v Whitney Osuigwe | 6-1,6-0 |
| WTA Charleston | 2021/04/15 21:00 | Madison Brengle v Astra Sharma | 4-6,6-4,5-7 |
| WTA Charleston | 2021/04/12 20:30 | Madison Brengle v Natalia Vikhlyantseva | 6-0,3-6,6-2 |
| WTA Charleston | 2021/04/06 00:20 | Lauren Davis v Madison Brengle | 6-4,6-2 |
Away History
| WTA Miami | 2021/03/23 15:00 | Magda Linette v Robin Montgomery | 6-1,3-6,6-0 |
| ITF W25 Boca Raton | 2021/02/25 18:05 | Robin Montgomery v Hailey Baptiste | 3-6,3-6 |
| ITF W25 Boca Raton | 2021/02/24 18:45 | Robin Montgomery v Jovana Jovic | 6-1,6-1 |
| ITF W25 Orlando | 2021/02/17 15:00 | Amanda Anisimova v Robin Montgomery | 6-7,6-4,6-3 |
| ITF W60 Rome GA | 2021/01/29 16:00 | Robin Montgomery v Irene Burillo Escorihuela | 6-3,3-6,3-6 |
| ITF W60 Rome GA | 2021/01/28 16:55 | Maria Camila Osorio v Robin Montgomery | 4-6,3-6 |
| ITF W60 Rome GA | 2021/01/27 20:35 | Tara Moore v Robin Montgomery | 3-6,0-6 |
| ITF W60 Rome GA | 2021/01/26 16:30 | Erin Routliffe v Robin Montgomery | 1-6,3-6 |