Stadium: Court 7 Round: 45 Ground: Clay
| ITF - W15 Manacor | 2019/01/29 09:00 | Kristina Milenkovic v Rina Saigo | 1-6,6-7 |
| ITF - W15 Manacor | 2019/01/28 11:00 | Anais Defossez v Kristina Milenkovic | 2-6,1-6 |
| ITF - W15 Manacor | 2019/01/28 09:00 | Isabel A Gallego v Kristina Milenkovic | 6-2,6-1 |
| ITF - W15 Manacor | 2019/01/24 09:45 | Aleksandrina Naydenova v Kristina Milenkovic | 6-4,5-7,6-4 |
| ITF - W15 Manacor | 2019/01/22 09:00 | Irina Cantos Siemers v Kristina Milenkovic | 6-0,6-2 |
| ITF Women Milovice | 2018/11/26 11:30 | Adela Jarosova v Kristina Milenkovic | 6-3,6-1 |
| ITF Women Nules | 2018/11/22 09:00 | Kristina Milenkovic v Marina Bassols Ribera | 0-6,1-6 |
| ITF Women Nules | 2018/11/21 12:00 | Kristina Milenkovic v Noelia Bouzo Zanotti | 7-6,6-0 |
| ITF - W15 Antalya | 2019/02/18 07:00 | Gebriela Mihaylova v Sakura Hosogi | 3-6,2-6 |
| ITF Women Antalya | 2018/11/25 10:00 | Gebriela Mihaylova v Michiru Furuya | 2-6,1-6 |
| ITF Women Antalya | 2018/11/22 07:30 | Ioana Gaspar v Gebriela Mihaylova | 6-3,6-2 |
| ITF Women Antalya | 2018/11/21 08:00 | Gebriela Mihaylova v Alessia B Ciuca | 5-7,7-6,6-0 |
| ITF Women Antalya | 2018/11/15 07:30 | Gebriela Mihaylova v Ioana Gaspar | 0-6,2-6 |
| ITF Women Antalya | 2018/11/13 07:00 | Gebriela Mihaylova v Tina Cvetkovic | 6-3,6-4 |
| ITF Women Istanbul | 2018/10/20 08:00 | Gebriela Mihaylova v Valeriya Yushchenko | 4-6,1-6 |
| ITF Women Sozopol | 2018/10/05 07:00 | Gebriela Mihaylova v Anna Ukolova | 1-6,4-6 |