WTA · Head to Head
Madison Keys vs Anna Kalinskaya
21
In short
Madison Keys leads their head-to-head 2–1. Most recent meeting: Third round – Mutua Madrid Open - Madrid 2025, won by Madison Keys (7-5 7-6(3)). Biggest clash so far: First round – French Open - Paris 2022 (Slam), won by Madison Keys.
Head-to-head in numbers
Wins by category and stats from the scores.
| Madison Keys | — | Anna Kalinskaya |
|---|---|---|
| 1 | Slam | 0 |
| 1 | WTA 1000 | 0 |
| 0 | WTA 500 | 1 |
| 4 | Sets won | 3 |
| 1 | Tie-breaks won | 0 |
| 1 | Deciding sets won | 0 |
All meetings
| Year | Tournament | Round | Winner | Score |
|---|---|---|---|---|
| 2025 | Mutua Madrid Open - Madrid · WTA 1000 | Third round | Madison Keys | 7-5 7-6(3) |
| 2025 | Credit One Charleston Open - Charleston · WTA 500 | Round of 16 | Anna Kalinskaya | 6-2 6-4 |
| 2022 | French Open - Paris · Slam | First round | Madison Keys | 6-3 3-6 6-4 |
Based on tournaments synced by youaretennis.com: the history grows over time.
Comparison
| Madison Keys | — | Anna Kalinskaya |
|---|---|---|
| 21 | Ranking | 25 |
| 2.029 | Points | 1.935 |
| 31.7 | Age | 27.9 |
 United States | Country |  Russia |
| 35-13 | 2025 record | 23-20 |
| 2 | 2025 titles | 0 |
| 4 | Titles 2021-2025 | 0 |
Records and titles: Grand Slams, WTA 1000, 500 and 250 (no WTA Finals or WTA 125).
Recent form
The last 5 matches played.
Madison Keys
- L
vs Qinwen Zheng · 1-6 7-6(3) 7-5
U.S. Open - New York · Third round · 2026
- W
vs Anna Bondar · 5-7 6-4 7-6(5)
U.S. Open - New York · Second round · 2026
- W
vs Alina Korneeva · 7-5 6-4
U.S. Open - New York · First round · 2026
- L
vs Sara Bejlek · 3-6 6-4 7-6(5)
Cincinnati Open - Cincinnati · Quarterfinal · 2026
- W
vs Katerina Siniakova · 6-1 6-3
Cincinnati Open - Cincinnati · Round of 16 · 2026
Anna Kalinskaya
- L
vs Qinwen Zheng · 6-7(4) 6-4 3-0 ret.
China Open - Beijing · Second round · 2026
- L
vs Emma Navarro · 6-4 6-2
U.S. Open - New York · Round of 16 · 2026
- W
vs Elina Svitolina · 6-3 2-6 6-3
U.S. Open - New York · Third round · 2026
- W
vs Xinyu Wang · 7-5 2-6 6-3
U.S. Open - New York · Second round · 2026
- W
vs Anna Blinkova · 6-4 6-3
U.S. Open - New York · First round · 2026