Level, 2 wins each over 4 singles meetings since 2021. Last meeting on 30/05/2026 at French Open - Paris.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 30/05/2026 | French Open - Paris | Round 3 | clay | Kalinskaya | 6-3 0-6 3-1 |
| 27/09/2025 | China Open - Beijing | Round 2 | hard | Serrano | 6-1 4-6 6-4 |
| 25/02/2022 | Abierto De Guadalajara - Guadalajara | Quarter-final | hard | Kalinskaya | 4-6 1-6 |
| 28/06/2021 | Wimbledon - London | Round 1 | grass | Serrano | 1-6 6-0 6-4 |
| clay | Kalinskaya 1 - 0 Serrano |
| hard | Kalinskaya 1 - 1 Serrano |
| grass | Kalinskaya 0 - 1 Serrano |
| 2026 | Kalinskaya 1 - 0 Serrano |
| 2025 | Kalinskaya 0 - 1 Serrano |
| 2022 | Kalinskaya 1 - 0 Serrano |
| 2021 | Kalinskaya 0 - 1 Serrano |
162 wins, 118 losses since 2021 (57.9%).
Last matches: D D V V V
155 wins, 120 losses since 2021 (56.4%).
Last matches: D D V D V
Level, 2 wins each over 4 singles meetings since 2021.
On 30/05/2026, at French Open - Paris (Round 3): Anna Kalinskaya won 6-3 0-6 3-1.