Stadium: Court 2 Round: 28 Ground: Hardcourt outdoor
| ITF W100 Bonita Springs | 2019/05/10 14:00 | Ann Li v Robin Anderson | 6-3,6-1 |
| ITF W60 Lexington | 2019/08/02 19:25 | Deniz Khazaniuk v Robin Anderson | 3-6,4-6 |
| ITF W60 Lexington | 2019/08/01 14:00 | Sophie Chang v Robin Anderson | 0-6,5-7 |
| ITF W60 Lexington | 2019/07/31 16:55 | Katharine Fahey v Robin Anderson | 6-2,4-6,3-6 |
| ITF W60 Ashland | 2019/07/27 15:00 | Zoe Hives v Robin Anderson | 6-2,4-6,6-2 |
| ITF W60 Ashland | 2019/07/26 15:00 | Robin Anderson v Alexa Glatch | 6-3,6-3 |
| ITF W60 Ashland | 2019/07/25 16:30 | Robin Anderson v Xiaodi You | 6-4,6-0 |
| ITF W60 Ashland | 2019/07/24 14:00 | Robin Anderson v Angelina Gabueva | 6-1,6-2 |
| Wimbledon Women | 2019/06/25 10:30 | Robin Anderson v Tamara Korpatsch | 3-6,7-6,4-6 |
| ITF W60 Lexington | 2019/08/02 15:00 | Jamie Loeb v Ann Li | 6-4,1-6,1-6 |
| ITF W60 Lexington | 2019/08/01 16:00 | Peyton Stearns v Ann Li | 5-7,3-6 |
| ITF W60 Lexington | 2019/07/31 15:35 | Emily Webley-Smith v Ann Li | 1-6,2-6 |
| ITF W60 Ashland | 2019/07/26 16:20 | Ann Li v Katie Swan | 2-6,6-4,4-6 |
| ITF W60 Ashland | 2019/07/25 14:00 | Ann Li v Maria Sanchez | 6-1,6-2 |
| ITF W60 Ashland | 2019/07/23 16:25 | Ann Li v Hayley Carter | 6-3,6-2 |
| Wimbledon Women | 2019/06/25 10:30 | Ann Li v Jana Cepelova | 5-7,2-6 |
| ITF W100 Ilkley | 2019/06/18 16:35 | Beatriz Haddad Maia v Ann Li | 7-5,6-2 |