Stadium: Court 20 Round: 62 Ground: Clay
| ITF - W15 Antalya | 2021/06/20 07:00 | Ani Vangelova v Captan, Andra Cristina | 6-0,6-4 |
| ITF - W15 Antalya | 2021/06/17 07:30 | Lukacs, Vanda v Ani Vangelova | 6-1,6-1 |
| ITF - W15 Antalya | 2021/06/16 10:30 | Xu, Annabelle v Ani Vangelova | 6-7,4-6 |
| ITF - W15 Antalya | 2021/06/09 10:00 | Uslu, Ozlem v Ani Vangelova | 6-0,6-2 |
| ITF W15 Banja Luka | 2021/06/02 07:00 | Ani Vangelova v Lisa-Marie Rioux | 1-6,1-6 |
| ITF W15 Sibenik | 2021/05/26 12:10 | Marfutina, Maria v Ani Vangelova | 4-6,6-1,6-2 |
| ITF W15 Sibenik | 2021/05/16 08:00 | Diana Martynov v Ani Vangelova | 6-1,7-5 |
| UTR Pro Tennis Series Pazardzhik Women | 2021/05/09 08:30 | Ani Vangelova v Luisa Meyer Auf Der Heide | 3-6,0-6 |
| ITF - W15 Antalya | 2021/06/20 07:00 | Veleva, Beloslava v Takayama, Chihiro | 1-6,6-7 |
| ITF - W15 Antalya | 2021/06/13 07:30 | Sanchez Quesada, Claudia v Takayama, Chihiro | 7-5,2-6,10-6 |
| ITF - W15 Antalya | 2021/04/18 07:00 | Takayama, Chihiro v Margaux Rouvroy | 6-3,0-6,5-10 |
| ITF - W15 Antalya | 2021/04/11 07:00 | Takayama, Chihiro v Boix Molla, Meritxell | 3-6,1-6 |
| ITF - W15 Antalya | 2021/04/04 06:30 | Takayama, Chihiro v Carlota Martinez Cirez | 4-6,1-6 |
| Gimcheon, Singles Qualifying W-ITF-KOR-05A | 2019/06/18 01:00 | Honoka Kobayashi v Takayama, Chihiro | 6-1,6-1 |
| Gimcheon, Singles Qualifying W-ITF-KOR-05A | 2019/06/17 01:00 | Kim, Ye Jin v Takayama, Chihiro | 3-6,4-6 |
| Gimcheon, Singles Qualifying W-ITF-KOR-05A | 2019/06/10 05:25 | Oh, Soo Bin v Takayama, Chihiro | 6-0,6-0 |