Level, 1 wins each over 2 singles meetings since 2025. Last meeting on 04/07/2026 at Wimbledon - London.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 04/07/2026 | Wimbledon - London | Round 3 | grass | Keys | 6-3 2-6 1-4 |
| 03/11/2025 | WTA Finals - Riyadh | Round robin | indoor hard | Anisimova | 4-6 6-3 4-1 |
| grass | Keys 1 - 0 Anisimova |
| indoor hard | Keys 0 - 1 Anisimova |
| 2026 | Keys 1 - 0 Anisimova |
| 2025 | Keys 0 - 1 Anisimova |
165 wins, 90 losses since 2021 (64.7%).
Last matches: D V V D V
144 wins, 84 losses since 2021 (63.2%).
Last matches: D V V D V
Level, 1 wins each over 2 singles meetings since 2025.
On 04/07/2026, at Wimbledon - London (Round 3): Madison Keys won 6-3 2-6 1-4.