D. Kasatkina and M. Kessler are level 1-1 in their head-to-head since 2018 over 2 matches.
| Surface | D. Kasatkina | M. Kessler |
|---|---|---|
| Grass | 0 | 1 |
| Hard | 1 | 0 |
| Date | Winner | Score | Event |
|---|---|---|---|
| June 22, 2026 | M. Kessler | 2 - 0 | Eastbourne · 1/16-finals · grass |
| Oct. 24, 2024 | D. Kasatkina | 2 - 1 | WTA Tokyo · 1/8-finals · hard |