Stadium: Court 2 Round: 26 Ground: Clay
| ITF - W100 Bonita Springs | 2019/05/07 20:30 | Elena-Gabriela Ruse v Ann Li | 2-6,4-6 |
| ITF W100 Charleston | 2019/05/02 14:00 | Emma Navarro v Ann Li | 6-3,6-4 |
| ITF W100 Charleston | 2019/05/01 16:35 | Hradecka, Lucie v Ann Li | 1-6,0-6 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/28 16:00 | Ann Li v Usue Maitane Arconada | 6-3,7-5 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/27 17:50 | Elena-Gabriela Ruse v Ann Li | 5-7,4-6 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/26 14:00 | Ann Li v Sanesi, Gaia | 2-6,6-1,6-2 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/25 15:30 | Ann Li v Osaka, Mari | 6-1,6-3 |
| Osprey, Fl, Singles Qualifying W-ITF-USA-14A | 2019/04/24 20:25 | Ann Li v Arianne Hartono | 6-3,6-2 |
| ITF - W100 Bonita Springs | 2019/05/07 23:40 | Robin Anderson v Gibbs, Nicole | 2-6,6-4,6-1 |
| ITF W100 Charleston | 2019/05/02 17:00 | Gibbs, Nicole v Robin Anderson | 6-4,7-5 |
| ITF W100 Charleston | 2019/05/01 18:00 | Robin Anderson v Sanesi, Gaia | 6-4,6-3 |
| Sunderland, Simples W-ITF-GBR-04A | 2019/04/12 09:30 | Mallaurie Noel v Robin Anderson | 6-1,2-6,1-6 |
| Sunderland, Simples W-ITF-GBR-04A | 2019/04/11 09:00 | Allen, Victoria v Robin Anderson | 5-7,2-6 |
| Sunderland, Simples W-ITF-GBR-04A | 2019/04/09 12:30 | Steur, Julyette Maria Josephine v Robin Anderson | 4-6,1-6 |
| Bolton, Simples W-ITF-GBR-03A | 2019/04/04 10:50 | Robin Anderson v Emma Raducanu | 6-4,3-6,2-6 |
| Bolton, Simples W-ITF-GBR-03A | 2019/04/03 12:15 | Robin Anderson v Moore, Tara | 6-4,6-3 |