Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| ITF W100 Dubai | 2019/12/10 05:55 | Urszula Radwanska v Sara Sorribes Tormo | 0-6,4-6 |
| ITF W25 Solarino | 2019/12/01 09:00 | Urszula Radwanska v Indy De Vroome | 1-6,2-6 |
| ITF W25 Solarino | 2019/11/30 11:30 | Tamara Korpatsch v Urszula Radwanska | 1-6,6-4,2-6 |
| ITF W25 Solarino | 2019/11/29 09:00 | Urszula Radwanska v Lara Salden | 6-2,6-3 |
| ITF W25 Solarino | 2019/11/28 09:00 | Urszula Radwanska v Yana Morderger | 6-1,6-3 |
| ITF W25 Solarino | 2019/11/27 11:35 | Urszula Radwanska v Federica Di Sarra | 6-1,6-2 |
| WTA Taipei | 2019/11/14 04:00 | Danka Kovinic v Urszula Radwanska | 6-2,7-5 |
| WTA Taipei | 2019/11/13 03:00 | Jana Fett v Urszula Radwanska | 6-0,1-6,2-6 |
| ITF W25 Canberra | 2020/01/06 02:00 | Daniella Dimitrova v Zara Brankovic | 6-2,6-0 |
| ITF W15 Tabarka | 2019/10/03 10:35 | Daniella Dimitrova v Anna Pribylova | 1-6,1-6 |
| ITF W15 Tabarka | 2019/10/01 08:30 | Lana Sipek v Daniella Dimitrova | 6-1,4-6,4-6 |
| ITF W15 Tabarka | 2019/09/23 12:30 | Oceane Babel v Daniella Dimitrova | 6-3,6-3 |
| ITF W15 Tabarka | 2019/09/23 08:00 | Daniella Dimitrova v Barbora Cibakova | 6-2,6-2 |
| ITF W15 Tabarka | 2019/09/17 10:10 | Giorgia Pinto v Daniella Dimitrova | 2-6,6-3,6-3 |
| ITF W15 Tabarka | 2019/09/16 08:30 | Anna Pribylova v Daniella Dimitrova | 4-6,2-6 |
| ITF W15 Prokuplje | 2019/07/08 09:30 | Polina Kozyreva v Daniella Dimitrova | 6-4,6-4 |