Level, 2 wins each over 4 singles meetings since 2022. Last meeting on 28/07/2026 at Mubadala DC Open - Washington.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 28/07/2026 | Mubadala DC Open - Washington | Round 1 | hard | Kalinskaya | 4-6 1-6 |
| 10/01/2024 | Adelaide International - Adelaide | Round 2 | hard | Kasatkina | 5-7 6-4 7-5 |
| 20/10/2022 | Guadalajara Open Akron - Guadalajara | Round 3 | hard | Kalinskaya | 2-6 6-2 3-5 |
| 05/01/2022 | Melbourne Summer Set 2 - Melbourne | Round 1 | hard | Kasatkina | 6-1 3-0 |
| hard | Kalinskaya 2 - 2 Kasatkina |
| 2026 | Kalinskaya 1 - 0 Kasatkina |
| 2024 | Kalinskaya 0 - 1 Kasatkina |
| 2022 | Kalinskaya 1 - 1 Kasatkina |
162 wins, 118 losses since 2021 (57.9%).
Last matches: D D V V V
188 wins, 131 losses since 2021 (58.9%).
Last matches: D V V D D
Level, 2 wins each over 4 singles meetings since 2022.
On 28/07/2026, at Mubadala DC Open - Washington (Round 1): Anna Kalinskaya won 4-6 1-6.