Stadium: Court 17 Round: 62 Ground: Clay
| ITF W15 Antalya | 2021/06/08 07:00 | Gebriela Mihaylova v Daria Shalamanova | 6-3,3-6,11-13 |
| UTR Pro Tennis Series Burgas Women | 2021/10/31 08:49 | Maria Taneva v Gebriela Mihaylova | 1-6,1-6 |
| UTR Pro Tennis Series Burgas Women | 2021/10/30 09:30 | Nevena Sokovic v Gebriela Mihaylova | 6-7,6-2,3-6 |
| UTR Pro Tennis Series Burgas Women | 2021/10/29 11:00 | Maria Wesselly v Gebriela Mihaylova | 4-6,2-5 |
| UTR Pro Tennis Series Burgas Women | 2021/10/27 09:30 | Lyuboslava Peruhova v Gebriela Mihaylova | 0-6,0-6 |
| UTR Pro Tennis Series Burgas Women | 2021/10/25 08:00 | Katerina Dimitrova v Gebriela Mihaylova | 6-2,5-3 |
| ITF W15 Sozopol | 2021/10/14 15:00 | Oceane Babel v Gebriela Mihaylova | 6-4,6-3 |
| ITF W15 Sozopol | 2021/10/13 09:00 | Vanessa I G Popa Teiusanu v Gebriela Mihaylova | 0-6,6-7 |
| ITF W15 Sozopol | 2021/10/06 08:00 | Gebriela Mihaylova v Ani Vangelova | 3-6,3-6 |
| UTR Pro Tennis Series Burgas Women | 2021/10/29 06:30 | Daria Shalamanova v Isabelle Kouzmanov | 7-5,5-7,6-2 |
| UTR Pro Tennis Series Burgas Women | 2021/10/27 11:00 | Daria Shalamanova v Aleksandra Gabrovska | 4-6,6-0,1-4 |
| UTR Pro Tennis Series Burgas Women | 2021/10/26 09:30 | Daria Shalamanova v Julia Terziyska | 0-6,2-5 |
| UTR Pro Tennis Series Burgas Women | 2021/10/25 06:30 | Alexia-Shara Iancu v Daria Shalamanova | 1-6,0-6 |
| ITF W15 Sozopol | 2021/10/13 09:00 | Oana Gavrila v Daria Shalamanova | 6-1,6-2 |
| ITF W15 Sozopol | 2021/10/05 09:00 | Daria Shalamanova v Mihaela Tsoneva | 4-6,3-6 |
| ITF W15 Sozopol | 2021/09/15 08:00 | Daria Shalamanova v Oana Gavrila | 1-6,6-1,2-6 |
| ITF W15 Varna | 2021/09/08 10:45 | Daria Shalamanova v Romana Cisovska | 4-6,4-6 |