Stadium: Stadium Round: 25 Ground: Clay
| ITF - Charlottesville W60 | 2023/04/26 15:55 | Astra Sharma v Marcela Zacarias | 3-6,7-6,3-6 |
| ITF - Charlottesville W60 | 2023/04/25 14:00 | Astra Sharma v Sara Daavettila | 6-2,6-4 |
| ITF - Charlottesville W60 | 2023/04/24 14:00 | Astra Sharma v Tatum Evans | 6-1,6-1 |
| ITF - Irapuato W60 | 2023/02/17 21:55 | Kamilla Rakhimova v Astra Sharma | 6-1,6-2 |
| ITF - Irapuato W60 | 2023/02/16 20:30 | Astra Sharma v Taylor Ng | 3-6,6-1,6-2 |
| ITF - Irapuato W60 | 2023/02/15 22:00 | Astra Sharma v Jessica Hinojosa Gomez | 7-5,6-4 |
| ITF - Mexico City W40 | 2023/02/07 17:30 | Gabriela Ce v Astra Sharma | 6-2,5-7,7-5 |
| WTA Hua Hin | 2023/01/30 11:35 | Astra Sharma v Tamara Zidansek | 2-6,3-6 |
| ITF - Charlottesville W60 | 2023/04/26 18:10 | Robin Montgomery v Emma Navarro | 0-6,0-6 |
| ITF - Charleston W100 | 2023/04/20 16:15 | Robin Montgomery v Emma Navarro | 3-6,2-6 |
| ITF - Charleston W100 | 2023/04/19 20:20 | Maria Mateas v Robin Montgomery | 6-2,5-7,3-6 |
| ITF - Boca Raton W25 | 2023/04/13 14:45 | Robin Montgomery v Yulia Starodubtsewa | 7-6,5-7,0-6 |
| WTA Charleston | 2023/04/01 15:45 | Robin Montgomery v Ashlyn Krueger | 2-6,6-7 |
| WTA Miami | 2023/03/24 18:35 | Robin Montgomery v Madison Keys | 4-6,4-6 |
| WTA Miami | 2023/03/22 16:55 | Robin Montgomery v Ana Bogdan | 3-6,6-3,6-3 |
| WTA Indian Wells | 2023/03/06 19:00 | Robin Montgomery v Magdalena Fręch | 6-7,3-6 |