| UTR Pro Florida Women | 08/09 18:05 | - | Alyssa James v Olivia Benton | 6-3,6-2 | |
| UTR Pro Florida Women | 08/08 15:00 | - | Anastassiya Sharapova v Olivia Benton | 3-6,6-2,6-2 | |
| UTR Pro Florida Women | 08/06 17:35 | - | Csilla Fodor v Olivia Benton | 6-0,6-2 | |
| UTR Pro Tennis Series New Jersey Women | 07/19 17:00 | - | Tola Glowacka v Olivia Benton | 5-2 |