Stadium: Court 4 Round: 25 Ground: Hardcourt indoor
| ITF W15 Kazan | 2021/10/12 08:30 | Anna Chekanskaya v Darya Zykova | 6-3,6-3 |
| ITF W15 Moscow | 2021/07/19 16:15 | Anna Chekanskaya v Morozova, Elizaveta | 5-7,3-6 |
| ITF - W15 Shymkent | 2021/05/31 06:40 | Anna Chekanskaya v Sandugash Kenzhibayeva | 6-4,1-6,6-10 |
| ITF - W15 Shymkent | 2021/05/26 12:15 | Sharipova, Sabina v Anna Chekanskaya | 2-6,6-2,6-3 |
| ITF - W15 Shymkent | 2021/05/25 04:00 | Anna Chekanskaya v Karimjanova, Yasmina | 6-2,6-4 |
| ITF - W15 Antalya | 2021/02/07 06:00 | Ane M D Olmo v Anna Chekanskaya | 6-2,6-3 |
| 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 Kazan | 2021/10/12 07:00 | Mikhaylova, Maria v Dementyeva, Elizaveta | 3-6,1-5 |
| ITF W15 Kazan | 2021/10/12 06:50 | Maria Mikhailova v Dementyeva, Elizaveta | 3-6,1-6 |
| ITF W15 Kazan | 2021/10/11 09:10 | Timofeeva, Marina v Dementyeva, Elizaveta | 3-6,3-6 |
| ITF - W15 Sharm El Sheikh | 2021/03/21 12:30 | Dementyeva, Elizaveta v Yeon Woo Ku | 1-6,0-6 |
| ITF - W15 Sharm El Sheikh | 2021/03/14 11:30 | Dementyeva, Elizaveta v Rutlauka, Sabine | 3-6,5-7 |
| ITF W25 Kazan | 2021/03/08 08:15 | Elena Malygina v Dementyeva, Elizaveta | 6-2,6-1 |
| ITF - W15 Antalya | 2020/11/30 11:30 | Dementyeva, Elizaveta v Anil, Cemre | 6-4,4-6,8-10 |
| ITF W15 Kazan | 2020/03/11 07:00 | Dementyeva, Elizaveta v Mariia Tkacheva | 3-6,4-6 |