Stadium: Court 2 Round: 45 Ground: Grass
| ITF - W100 Surbiton | 2019/06/03 11:25 | Ann Li v Broady, Naomi | 6-4,6-3 |
| ITF - W100 Bonita Springs | 2019/05/12 15:00 | Lauren Davis v Ann Li | 7-5,7-5 |
| ITF - W100 Bonita Springs | 2019/05/11 17:55 | Ann Li v Whitney Osuigwe | 0-6,7-5,6-4 |
| ITF - W100 Bonita Springs | 2019/05/10 17:05 | Sachia Vickery v Ann Li | 4-6,2-6 |
| ITF - W100 Bonita Springs | 2019/05/10 14:00 | Ann Li v Robin Anderson | 6-3,6-1 |
| 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 |
| ITF - W100 Surbiton | 2019/06/03 11:35 | Urszula Radwanska v Destanee Aiava | 6-4,6-4 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/17 09:00 | Zarycka, Anastatsia v Urszula Radwanska | 6-3,6-1 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/16 10:35 | Carson Branstine v Urszula Radwanska | 2-6,6-4,5-7 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/15 13:10 | Sarah Beth Grey v Urszula Radwanska | 2-6,4-6 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/11 14:30 | Urszula Radwanska v Emily Webley-Smith | 6-3,6-4 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/11 09:00 | Sanchez, Maria v Urszula Radwanska | 6-7,6-2,2-6 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/10 14:20 | Orpana, Oona v Urszula Radwanska | 6-4,4-6,4-6 |
| Obidos, Singles Qualifying W-ITF-POR-01A | 2019/05/08 14:40 | Steur, Julyette Maria Josephine v Urszula Radwanska | 6-3,1-6,4-6 |