Stadium: Court 12 Round: 26 Ground: Hardcourt outdoor
| ITF - Evansville W25 | 2021/07/14 16:40 | Victoria Rodriguez v Robin Montgomery | 6-2,2-6,2-6 |
| ITF - Bonita Springs W100 | 2021/05/12 19:00 | Madison Brengle v Robin Montgomery | 6-2,6-2 |
| WTA Miami | 2021/03/23 15:00 | Magda Linette v Robin Montgomery | 6-1,3-6,6-0 |
| ITF - Boca Raton W25 | 2021/02/25 18:05 | Robin Montgomery v Hailey Baptiste | 3-6,3-6 |
| ITF - Boca Raton W25 | 2021/02/24 18:45 | Robin Montgomery v Jovana Jovic | 6-1,6-1 |
| ITF - Orlando W25 | 2021/02/17 15:00 | Amanda Anisimova v Robin Montgomery | 6-7,6-4,6-3 |
| ITF - Rome, GA W60 | 2021/01/29 16:00 | Robin Montgomery v Irene Burillo Escorihuela | 6-3,3-6,3-6 |
| ITF - Rome, GA W60 | 2021/01/28 16:55 | Maria Camila Osorio v Robin Montgomery | 4-6,3-6 |
| ITF - Evansville W25 | 2021/07/14 16:20 | Joelle Kissell v Catherine Harrison | 1-6,1-6 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/11 13:00 | Marcela Zacarias v Catherine Harrison | 7-6,5-1 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/10 16:00 | Emma Staker v Catherine Harrison | 2-6,5-6 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/09 17:30 | Catherine Harrison v Anna Riedmiller | 7-6,6-1 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/07 14:30 | Catherine Harrison v Sabina Machalova | 6-3,7-6 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/06 18:00 | Catherine Harrison v Sophie Abrams | 4-6,6-3,6-1 |
| UTR Pro Tennis Series Dallas - Kobiety | 2021/07/05 17:30 | Enya Ratkic v Catherine Harrison | 0-6,3-6 |
| ITF - Sumter W25 | 2021/06/16 15:30 | Catherine Harrison v Paige Mary Hourigan | 5-7,0-6 |