Stadium: Court 6 Round: 27 Ground: Hardcourt outdoor
| ITF W15 Sozopol | 2019/10/03 08:45 | Dalakishvili, Mariam v Gebriela Mihaylova | 6-1,3-6,6-7 |
| ITF W15 Sozopol | 2019/10/01 07:00 | Ghaoui, Yasmeen v Gebriela Mihaylova | 0-6,1-6 |
| ITF - W15 Focsani | 2019/09/12 08:00 | Gebriela Mihaylova v Mihaila, Ana Bianca | 7-5,3-6,2-6 |
| ITF - W15 Focsani | 2019/09/10 07:00 | Gebriela Mihaylova v Gemovic, Elena | 6-3,6-2 |
| Curtea De Arges, Singles W-ITF-ROU-03A | 2019/09/04 07:00 | Aneta Kucmova v Gebriela Mihaylova | 6-3,6-4 |
| ITF - W15 Bucarest | 2019/07/10 07:00 | Duca, Gabriela v Gebriela Mihaylova | 6-4,6-4 |
| ITF W15 Budapest | 2019/06/25 08:00 | Gebriela Mihaylova v Duca, Gabriela | 3-6,6-7 |
| ITF - W15 Antalya | 2019/05/26 07:45 | Seone Mendez v Gebriela Mihaylova | 6-1,6-1 |
| ITF W15 Sozopol | 2019/10/03 08:40 | Stefana Lazar v Orpana, Oona | 3-6,0-6 |
| ITF W15 Sozopol | 2019/10/01 07:00 | Nikola Breckova v Orpana, Oona | 1-6,5-7 |
| ITF W25 Prague | 2019/09/05 08:00 | Georgia Andreea Craciun v Orpana, Oona | 7-6,6-1 |
| ITF W25 Prague | 2019/09/04 08:00 | Orpana, Oona v Karolina Vlckova | 6-4,7-5 |
| ITF W15 Vrnjacka Banja | 2019/08/30 08:00 | Orpana, Oona v Oana Gavrila | 6-4,1-6,0-6 |
| ITF W15 Vrnjacka Banja | 2019/08/29 07:30 | Orpana, Oona v Elena-Teodora Cadar | 6-2,6-1 |
| ITF W25 Koksijde | 2019/08/07 08:00 | Orpana, Oona v Alice Tubello | 3-6,1-6 |
| ITF W15 Knokke | 2019/08/01 10:20 | Hering, Katharina v Orpana, Oona | 6-2,6-2 |