Stadium: Clay 2 Round: 25 Ground: Clay
| ITF W15 Pazardzhik | 2020/10/28 08:40 | Ogescu, Simona v Ani Vangelova | 6-1,6-2 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/09 16:30 | Ogescu, Simona v Stefania Bojica | 6-3,6-4 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/08 08:30 | Ogescu, Simona v Bianca E Barbulescu | 6-0,2-6,6-6 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/07 11:00 | Ogescu, Simona v Tatarus, Gabriela Nicole | 6-1,6-0 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/07 06:30 | Ogescu, Simona v Hristea, Camelia-Elena | 4-6,6-2,6-1 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/06 10:00 | Rosca, Andreea Amalia v Ogescu, Simona | 6-1,5-1 |
| UTR Pro Tennis Series Bucharest Women | 2021/10/05 08:30 | Bertea Ruxandra v Ogescu, Simona | 6-4,6-7,2-5 |
| UTR Pro Tennis Series Bucharest Women | 2021/09/13 07:00 | Iulia Andreea Ionescu v Ogescu, Simona | 6-3,4-6,6-6 |
| ITF W15 Varna | 2021/09/08 06:30 | Anna Ozerova v Ogescu, Simona | 6-0,6-3 |
| UTR Pro Tennis Series Burgas Women | 2021/10/30 09:30 | Ani Vangelova v Yoanna Radulova | 0-6,2-5 |
| UTR Pro Tennis Series Burgas Women | 2021/10/29 08:00 | Tsoneva, Mihaela v Ani Vangelova | 7-5,6-2 |
| UTR Pro Tennis Series Burgas Women | 2021/10/28 11:00 | Mariya Poduraeva v Ani Vangelova | 6-3,6-0 |
| UTR Pro Tennis Series Burgas Women | 2021/10/26 09:50 | Maria Taneva v Ani Vangelova | 3-6,6-3,6-0 |
| UTR Pro Tennis Series Burgas Women | 2021/10/25 11:00 | Ani Vangelova v Ruseva, Nikol | 6-0,5-0 |
| ITF W15 Sozopol | 2021/10/13 09:00 | Julia Terziyska v Ani Vangelova | 6-0,6-2 |
| ITF W15 Sozopol | 2021/10/07 08:00 | Ilay Yoruk v Ani Vangelova | 6-0,6-1 |
| ITF W15 Sozopol | 2021/10/06 08:00 | Gebriela Mihaylova v Ani Vangelova | 3-6,3-6 |