Stadium: Clay Court 4 Round: 26 Ground: Clay
| ITF W15 Antalya | 2019/11/12 09:00 | Ani Vangelova v Sapfo Sakellaridi | 6-1,6-2 |
| ITF W15 Tabarka | 2019/10/23 13:45 | Ani Vangelova v Adithya Karunaratne | 3-6,3-6 |
| ITF W15 Tabarka | 2019/10/15 09:00 | Ani Vangelova v Sofia Dmitrieva | 4-6,0-6 |
| ITF W15 Tabarka | 2019/10/11 08:30 | Julia Stamatova v Ani Vangelova | 6-4,6-2 |
| ITF W15 Tabarka | 2019/10/10 10:25 | Sofia Dmitrieva v Ani Vangelova | 6-2,0-6,2-6 |
| ITF W15 Tabarka | 2019/10/09 10:25 | Yasmine Mansouri v Ani Vangelova | 3-6,5-7 |
| ITF W15 Sozopol | 2019/10/03 07:00 | Eleni Mtsentlitze v Ani Vangelova | 6-3,6-0 |
| ITF W15 Sozopol | 2019/10/02 07:00 | Mirela Shkumbova v Ani Vangelova | 0-6,6-7 |
| ITF W15 Antalya | 2019/11/13 06:30 | Diana Demidova v Alice Gillan | 6-4,6-1 |
| ITF W15 Antalya | 2019/11/11 06:30 | Diana Demidova v Andra Cristina Captan | 7-6,6-0 |
| ITF W15 Antalya | 2019/11/07 08:25 | Diana Demidova v Magdalena Pantuckova | 1-6,6-1,1-6 |
| ITF W15 Antalya | 2019/11/06 08:50 | Nadezda Khalturina v Diana Demidova | 5-7,0-6 |
| ITF W15 Antalya | 2019/11/05 07:00 | Diana Demidova v Alexandra Vasilyeva | 6-4,6-2 |
| ITF W15 Antalya | 2019/11/03 07:30 | Diana Demidova v Khonzoda Murodkhujaeva | 6-0,6-0 |
| ITF W15 Antalya | 2019/10/28 07:00 | Viktoriya Petrenko v Diana Demidova | 6-2,6-4 |
| ITF W25 Penza | 2019/08/28 12:10 | Diana Demidova v Anastasiya Komardina | 3-6,1-6 |