Anhelina Kalinina leads 3 to 1 over 4 singles meetings since 2022. Last meeting on 26/06/2024 at Rothesay International - Eastbourne.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 26/06/2024 | Rothesay International - Eastbourne | Round 2 | grass | Keys | 7-6(5) 6-1 |
| 15/05/2023 | Internazionali BNL d'Italia - Rome | Round 4 | clay | Kalinina | 6-2 2-6 4-6 |
| 09/05/2022 | Internazionali BNL d'Italia - Rome | Round 1 | clay | Kalinina | 6-4 6-4 |
| 24/03/2022 | Miami Open - Miami | Round 2 | hard | Kalinina | 6-3 3-6 4-6 |
| grass | Keys 1 - 0 Kalinina |
| clay | Keys 0 - 2 Kalinina |
| hard | Keys 0 - 1 Kalinina |
| 2024 | Keys 1 - 0 Kalinina |
| 2023 | Keys 0 - 1 Kalinina |
| 2022 | Keys 0 - 2 Kalinina |
165 wins, 90 losses since 2021 (64.7%).
Last matches: D V V D V
173 wins, 114 losses since 2021 (60.3%).
Last matches: D D V D D
Anhelina Kalinina leads 3 to 1 over 4 singles meetings since 2022.
On 26/06/2024, at Rothesay International - Eastbourne (Round 2): Madison Keys won 7-6(5) 6-1.