Level, 1 wins each over 2 singles meetings since 2024. Last meeting on 22/06/2026 at Lexus Eastbourne Open - Eastbourne.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 22/06/2026 | Lexus Eastbourne Open - Eastbourne | Round 1 | grass | Kessler | 6-3 4-5 |
| 24/10/2024 | Toray Pan Pacific Open - Tokyo | Round 2 | hard | Kasatkina |
| grass | Kasatkina 0 - 1 Kessler |
| hard | Kasatkina 1 - 0 Kessler |
| 2026 | Kasatkina 0 - 1 Kessler |
| 2024 | Kasatkina 1 - 0 Kessler |
184 wins, 127 losses since 2021 (59.2%).
Last matches: D D D D V
136 wins, 86 losses since 2021 (61.3%).
Last matches: D D D V D
Level, 1 wins each over 2 singles meetings since 2024.
On 22/06/2026, at Lexus Eastbourne Open - Eastbourne (Round 1): Mccartney Kessler won 6-3 4-5.