Stadium: Court 7 Round: 54 Ground: Clay
| ITF - W15 Shymkent | 2021/02/01 08:20 | Anastasiya Kuparev v Cherkassova, Tamara | 6-7,6-4,8-10 |
| ITF - W15 Antalya | 2022/04/17 07:00 | Carolin Raschdorf v Cherkassova, Tamara | 6-1,6-3 |
| ITF - W15 Antalya | 2022/04/10 06:00 | Cherkassova, Tamara v Shapovalova, Angelika | 0-6,2-6 |
| ITF W25 Antalya | 2022/04/03 07:00 | Jana Vanik v Cherkassova, Tamara | 6-0,6-0 |
| ITF W25 Nur-Sultan | 2022/02/28 08:40 | Elena Malygina v Cherkassova, Tamara | 6-1,6-2 |
| ITF - W15 Antalya | 2021/12/12 06:30 | Arli, Eda v Cherkassova, Tamara | 6-1,6-2 |
| ITF - W15 Antalya | 2021/12/05 07:00 | Cherkassova, Tamara v Ondrejcekova, Klara | 0-6,1-6 |
| ITF - W15 Antalya | 2021/11/29 08:00 | Cherkassova, Tamara v Selina Atay | 3-6,3-6 |
| ITF W25 Karaganda | 2021/10/25 06:00 | Polina Bakhmutkina v Cherkassova, Tamara | 6-4,6-1 |
| ITF - W15 Shymkent | 2022/04/18 04:00 | Anastasiya Kuparev v Daria Khomutsianskaya | 4-6,6-0,8-10 |
| UTR Pro Tennis Series Zadar Women | 2022/03/13 08:30 | Deletic, Senka v Anastasiya Kuparev | 4-6,3-6 |
| UTR Pro Tennis Series Zadar Women | 2022/03/12 08:30 | Klara Vukicevic v Anastasiya Kuparev | 4-6,2-6 |
| UTR Pro Tennis Series Zadar Women | 2022/03/11 13:00 | Stefana Lazar v Anastasiya Kuparev | 6-4,5-0 |
| UTR Pro Tennis Series Zadar Women | 2022/03/10 09:00 | Teodora Kostovic v Anastasiya Kuparev | 6-2,6-2 |
| UTR Pro Tennis Series Zadar Women | 2022/03/08 13:30 | Kolar, Nastja v Anastasiya Kuparev | 6-1,5-0 |
| UTR Pro Tennis Series Zadar Women | 2022/03/07 09:00 | Anastasiya Kuparev v Bergen, Mariia | 1-6,0-5 |
| ITF W15 Villena | 2022/02/06 08:30 | Francesca Curmi v Anastasiya Kuparev | 6-2,6-1 |