Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF W25 Obidos | 2019/05/11 14:30 | Urszula Radwańska v Emily Webley-Smith | 6-3,6-4 |
| WTA Mumbaj | 2018/10/27 08:55 | Urszula Radwańska v Emily Webley-Smith | 6-4,6-3 |
| ITF W25 Nanning | 2019/10/23 10:40 | Sofia Shapatava v Urszula Radwańska | 2-6,6-2,6-4 |
| ITF W25 Clermont-Ferrand | 2019/09/29 13:00 | Lara Salden v Urszula Radwańska | 7-6,3-6,1-6 |
| ITF W25 Clermont-Ferrand | 2019/09/28 14:05 | Arianne Hartono v Urszula Radwańska | 4-6,2-6 |
| ITF W25 Clermont-Ferrand | 2019/09/27 17:40 | Loudmilla Bencheikh v Urszula Radwańska | 1-6,3-6 |
| ITF W25 Clermont-Ferrand | 2019/09/26 14:20 | Margaux Orange v Urszula Radwańska | 4-6,6-7 |
| ITF W25 Clermont-Ferrand | 2019/09/25 15:30 | Carole Monnet v Urszula Radwańska | 6-2,4-6,3-6 |
| WTA Seoul | 2019/09/14 05:40 | Urszula Radwańska v Destanee Aiava | 6-1,6-7,1-6 |
| WTA Nanchang | 2019/09/08 08:40 | Urszula Radwańska v Anna Danilina | 7-5,2-6,3-6 |
| ITF W25 Nanning | 2019/10/21 03:30 | Ying Zhang v Emily Webley-Smith | 6-4,0-6,10-5 |
| ITF W100 Suzhou | 2019/10/17 03:00 | Peangtarn Plipuech v Emily Webley-Smith | 7-6,6-4 |
| ITF W100 Suzhou | 2019/10/16 03:25 | Emily Webley-Smith v Yi Yuan | 6-2,6-1 |
| ITF W100 Suzhou | 2019/10/15 03:45 | Qianhui Tang v Emily Webley-Smith | 6-7,2-6 |
| ITF W100 Suzhou | 2019/10/14 04:50 | Beatrice Gumulya v Emily Webley-Smith | 1-6,0-6 |
| WTA Tianjin | 2019/10/05 04:00 | Emily Webley-Smith v Yidi Yang | 4-6,6-4,3-6 |
| WTA Nanchang | 2019/09/08 07:00 | Emily Webley-Smith v Giuliana Olmos | 1-6,5-7 |
| WTA Nanchang | 2019/09/07 07:00 | Shilin Xu v Emily Webley-Smith | 4-6,4-6 |