Stadium: Court 18 Round: 62 Ground: Clay
| ITF W15 Monastir | 2021/11/18 10:10 | Zhuoma Ni Ma v Kristina Milenkovic | 2-6,1-6 |
| ITF W15 Monastir | 2021/11/17 08:30 | Kristina Milenkovic v Yu Shan | 6-3,6-4 |
| ITF W15 Monastir | 2021/11/11 07:55 | Kristina Milenkovic v Adithya Karunaratne | 1-6,0-6 |
| ITF W15 Monastir | 2021/11/10 12:00 | Selya Rakki v Kristina Milenkovic | 6-4,4-6,0-6 |
| ITF W15 Monastir | 2021/10/20 11:25 | Elina Zakharova v Kristina Milenkovic | 6-3,7-5 |
| ITF W15 Monastir | 2021/10/14 11:30 | Kristina Milenkovic v Mara Guth | 1-6,3-6 |
| ITF W15 Monastir | 2021/10/12 10:30 | Kristina Milenkovic v Arianna Nepomuceno | 6-1,7-5 |
| ITF W25 Jablonec nad Nisou | 2021/09/12 08:30 | Romana Cisovska v Kristina Milenkovic | 6-1,4-6,10-5 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/14 12:00 | Mihaela Tsoneva v Bianca E Barbulescu | 3-6,1-6 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/13 16:30 | Mihaela Tsoneva v Bertea Ruxandra | 6-2,5-3 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/12 08:30 | Stefana Lazar v Mihaela Tsoneva | 1-6,6-7 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/11 10:00 | Floriana Popovici v Mihaela Tsoneva | 2-6,1-5 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/09 10:00 | Nevena Sokovic v Mihaela Tsoneva | 4-6,6-6 |
| UTR Pro Tennis Series Bucharest Women | 2021/11/08 07:00 | Mihaela Tsoneva v Ioana Gaspar | 3-6,3-5 |
| UTR Pro Tennis Series Burgas Women | 2021/10/30 08:00 | Julia Terziyska v Mihaela Tsoneva | 6-1,6-1 |
| UTR Pro Tennis Series Burgas Women | 2021/10/29 08:00 | Mihaela Tsoneva v Ani Vangelova | 7-5,6-2 |