Stadium: MTA 12 Round: 62 Ground: Clay
| ITF W15 - Madrid | 2020/12/11 10:35 | Jessica Bouzas Maneiro v Ane M D Olmo | 6-2,6-1 |
| ITF W15 - Madrid | 2020/12/10 14:10 | Ane M D Olmo v Paula Ormaechea | 6-4,2-6,7-5 |
| ITF W15 - Madrid | 2020/12/09 08:00 | Ane M D Olmo v Barbara Gatica | 6-3,4-6,6-3 |
| ITF W15 - LPD Gran Canaria | 2020/11/25 10:00 | Ane M D Olmo v Alice Rame | 2-6,2-6 |
| ITF W15 - LPD Gran Canaria | 2020/11/24 10:15 | Ane M D Olmo v Nahia Berecoechea | 6-2,6-2 |
| ITF W15 - LPD Gran Canaria | 2020/11/23 11:30 | Ane M D Olmo v Valentina Gaggini | 6-1,4-6,11-9 |
| ITF W25 - LPD Gran Canaria | 2020/11/15 14:00 | Ane M D Olmo v Angela Fita Boluda | 3-6,6-4,4-10 |
| ITF - W15 Castellón | 2020/11/03 09:30 | Ana Sofia Sanchez v Ane M D Olmo | 6-2,6-0 |
| ITF - W15 Antalya | 2021/02/02 07:00 | Anna Chekanskaya v Vicky Van De Peer | 3-6,6-7 |
| ITF - W15 Antalya | 2021/01/31 10:00 | Vlada Ekshibarova v Anna Chekanskaya | 2-6,4-6 |
| ITF - W15 Antalya | 2020/02/23 13:30 | Anna Chekanskaya v Ena Kajevic | 6-7,4-6 |
| ITF - W15 Antalya | 2020/02/16 08:00 | Meiqi Guo v Anna Chekanskaya | 6-4,7-6 |
| ITF W25 - Kazan | 2020/01/21 10:35 | Ekaterina Kazionova v Anna Chekanskaya | 7-5,6-4 |
| ITF - W15 Antalya | 2019/11/22 07:00 | Oona Orpana v Anna Chekanskaya | 6-2,6-1 |
| ITF - W15 Antalya | 2019/11/21 07:00 | Lara Panfilov v Anna Chekanskaya | 5-7,2-6 |
| ITF - W15 Antalya | 2019/11/20 07:00 | Anna Chekanskaya v Martina Colmegna | 6-4,6-1 |