Stadium: Court 2 Round: 25 Ground: Clay
| ITF W100 Bonita Springs | 2023/05/03 18:25 | Astra Sharma v Robin Montgomery | 1-6,7-5,7-6 |
| ITF W60 Charlottesville | 2023/04/26 18:10 | Robin Montgomery v Emma Navarro | 0-6,0-6 |
| ITF W100 Charleston | 2023/04/20 16:15 | Robin Montgomery v Emma Navarro | 3-6,2-6 |
| ITF W100 Charleston | 2023/04/19 20:20 | Maria Mateas v Robin Montgomery | 6-2,5-7,3-6 |
| ITF W25 Boca Raton | 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 |
| ITF W25 Platja D’Aro | 2023/05/10 08:00 | Maria F Herazo Gonzalez v Ellen Perez | 1-6,6-1,4-6 |
| ITF W25 Platja D’Aro | 2023/05/09 08:00 | Maria F Herazo Gonzalez v Matilda Mutavdzic | 7-5,6-2 |
| ITF W25 Platja D’Aro | 2023/05/08 08:00 | Maria F Herazo Gonzalez v Prisha Vyas | 6-0,6-1 |
| ITF W25 Tossa De Mar | 2023/05/04 08:00 | Maria F Herazo Gonzalez v Nahia Berecoechea | 6-7,2-6 |
| ITF W25 Tossa De Mar | 2023/05/03 07:50 | Martina Colmegna v Maria F Herazo Gonzalez | 2-6,0-6 |
| Billie Jean King Cup | 2023/04/15 16:20 | Julia Riera v Maria F Herazo Gonzalez | 6-3,6-2 |
| Billie Jean King Cup | 2023/04/14 14:50 | Maria F Herazo Gonzalez v Fernanda Labrana | 6-3,6-3 |
| Billie Jean King Cup | 2023/04/13 15:00 | Maria F Herazo Gonzalez v Melissa Morales | 6-1,6-3 |