Stadium: Court 6 Round: 45 Ground: Grass
| 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 |
| Charlottesville, Simples W-ITF-USA-13A | 2019/04/23 17:45 | Urszula Radwanska v Karatantcheva, Sesil | 2-6,2-6 |
| Essen, Simples W-ITF-GER-06A | 2019/05/29 14:20 | Destanee Aiava v Tereza Martincova | 3-6,3-6 |
| Essen, Simples W-ITF-GER-06A | 2019/05/28 14:40 | Destanee Aiava v Claudia Hoste Ferrer | 6-1,7-5 |
| Nuremberg, Germany | 2019/05/19 08:30 | Destanee Aiava v Jule Niemeier | 2-6,5-7 |
| Nuremberg, Germany | 2019/05/18 08:00 | Destanee Aiava v Antonitsch, Mira | 6-4,2-6,6-4 |
| Charlottesville, Simples W-ITF-USA-13A | 2019/04/24 18:25 | Gleason, Quinn v Destanee Aiava | 6-4,5-7,6-4 |
| Dothan, Al, Simples W-ITF-USA-12A | 2019/04/17 17:10 | Destanee Aiava v Di Lorenzo, Francesca | 2-6,2-6 |
| ITF W25 Pelham | 2019/04/10 16:00 | Destanee Aiava v Katarzyna Kawa | 3-6,1-6 |
| WTA - Charleston | 2019/04/01 17:20 | Destanee Aiava v Bencic, Belinda | 3-6,0-6 |