Stadium: Court 2 Round: 25 Ground: Hardcourt indoor
| ITF W40 Funchal | 2023/11/15 13:55 | Gergana Topalova v Emilie L Gallagher | 6-1,2-6,3-6 |
| ITF W60 Nantes | 2023/10/30 14:15 | Polina Kudermetova v Gergana Topalova | 6-2,2-6,7-5 |
| ITF W60 Glasgow | 2023/10/25 12:30 | Amarni Banks v Gergana Topalova | 6-3,6-1 |
| ITF W40 Lissabon | 2023/10/08 09:25 | Gergana Topalova v Katarina Zavatska | 3-6,6-2,5-7 |
| ITF W40 Lissabon | 2023/10/07 09:00 | Carlota Martinez Cirez v Gergana Topalova | 6-4,5-7,4-6 |
| ITF W40 Lissabon | 2023/10/06 11:25 | Gergana Topalova v Guiomar Maristany Zuleta De Reales | 6-2,6-1 |
| ITF W40 Lissabon | 2023/10/05 15:35 | Gergana Topalova v Claudia Hoste Ferrer | 6-1,6-2 |
| ITF W40 Lissabon | 2023/10/04 12:30 | Irina Maria Bara v Gergana Topalova | 4-6,1-6 |
| ITF W60 Trnava | 2023/11/28 12:20 | Caijsa W Hennemann v Elena Milovanovic | 2-6,1-6 |
| ITF W60 Trnava | 2023/11/27 10:10 | Kiara Nina Kucikova v Elena Milovanovic | 1-6,1-6 |
| ITF W40 Pétange | 2023/11/16 13:00 | Elena Milovanovic v Anna-Lena Friedsam | 6-7,4-6 |
| ITF W40 Pétange | 2023/11/14 10:35 | Elena Milovanovic v Ziva Falkner | 4-6,6-2,6-3 |
| ITF W40 Pétange | 2023/11/13 11:05 | Nina Radovanovic v Elena Milovanovic | 6-1,3-6,6-7 |
| ITF W40 Pétange | 2023/11/12 10:45 | Astrid Lew Yan Foon v Elena Milovanovic | 4-6,2-6 |
| ITF W25 Istanbul | 2023/10/27 09:30 | Martyna Kubka v Elena Milovanovic | 6-7,6-2,7-5 |
| ITF W25 Istanbul | 2023/10/26 06:55 | Alevtina Ibragimova v Elena Milovanovic | 6-3,6-7,4-6 |