H2H data updated: 2026-07-19 02:51 UTC
Madison Keys vs Anna Kalinskaya H2H: 2-1
Madison Keys holds a 2–1 lead over Anna Kalinskaya in their WTA head-to-head. Across 3 main-draw meetings, Madison Keys leads 2–1 on clay. Most recently, Madison Keys won the 2025 Madrid third round 7-5 7-6(3).
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USA
Age 31
Right-Handed
178 cm / 5'10"
H2H
2
–
1
3 main draw meetings
RUS
Age 27
Right-Handed
175 cm / 5'9"
H2H Match Log
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | Match |
|---|---|---|---|---|---|---|---|---|
| Apr 26, 2025 | Madrid | WTA 1000 | R32 | Clay | Madison Keys | 7-5 7-6(3) | Anna Kalinskaya | Match data |
| Apr 3, 2025 | Charleston | WTA 500 | R16 | Clay | Anna Kalinskaya | 6-2 6-4 | Madison Keys | Match data |
| May 24, 2022* | Roland Garros | Grand Slam | R128 | Clay | Madison Keys | 6-3 3-6 6-4 | Anna Kalinskaya | Match data |
* Estimated match date where the exact historical date is unavailable.
Career Comparison
| Player | Current | Peak | Pts | Elo | W | L | Win % | GS | 1000 | Finals | 500 | 250 | Titles |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Madison Keys | #23 | #5 | 4,999 | 2,136 | 363 | 211 | 63.2% | 1 | 1 | 0 | 6 | 3 | 11 |
| Anna Kalinskaya | #20 | #11 | 2,975 | 1,957 | 134 | 122 | 52.3% | 0 | 0 | 0 | 0 | 0 | 0 |
Career Progression by Age
Seasons are aligned by the age each player spent most of that calendar year. GS and Titles are cumulative career totals through that season.
| Age | Madison Keys | Anna Kalinskaya | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 14 | 2009 | 1–1 | 50.0% | #616 | 1,512 | 0 | 0 | — | — | — | — | — | — | — |
| 16 | 2011 | 1–2 | 33.3% | #273 | 1,516 | 0 | 0 | — | — | — | — | — | — | — |
| 17 | 2012 | 1–4 | 20.0% | #137 | 1,514 | 0 | 0 | — | — | — | — | — | — | — |
| 18 | 2013 | 24–17 | 58.5% | #38 | 1,726 | 0 | 0 | 2017 | 3–6 | 33.3% | #161 | 1,533 | 0 | 0 |
| 19 | 2014 | 27–21 | 56.2% | #30 | 1,742 | 0 | 1 | 2018 | 0–8 | 0.0% | #166 | 1,463 | 0 | 0 |
| 20 | 2015 | 31–19 | 62.0% | #18 | 1,802 | 0 | 1 | 2019 | 7–7 | 50.0% | #105 | 1,599 | 0 | 0 |
| 21 | 2016 | 41–16 | 71.9% | #8 | 1,915 | 0 | 2 | 2020 | 1–6 | 14.3% | #114 | 1,598 | 0 | 0 |
| 22 | 2017 | 17–10 | 63.0% | #19 | 1,892 | 0 | 3 | 2021 | 12–14 | 46.2% | #111 | 1,726 | 0 | 0 |
| 23 | 2018 | 28–15 | 65.1% | #17 | 1,899 | 0 | 3 | 2022 | 17–15 | 53.1% | #58 | 1,803 | 0 | 0 |
| 24 | 2019 | 27–13 | 67.5% | #13 | 1,910 | 0 | 5 | 2023 | 16–13 | 55.2% | #76 | 1,817 | 0 | 0 |
| 25 | 2020 | 8–5 | 61.5% | #16 | 1,866 | 0 | 5 | 2024 | 33–19 | 63.5% | #14 | 1,888 | 0 | 0 |
| 26 | 2021 | 11–15 | 42.3% | #56 | 1,731 | 0 | 5 | 2025 | 25–20 | 55.6% | #33 | 1,885 | 0 | 0 |
| 27 | 2022 | 30–19 | 61.2% | #11 | 1,863 | 0 | 6 | 2026 | 20–14 | 58.8% | #20 | 1,903 | 0 | 0 |
| 28 | 2023 | 29–17 | 63.0% | #12 | 1,879 | 0 | 7 | — | — | — | — | — | — | — |
| 29 | 2024 | 25–12 | 67.6% | #21 | 1,950 | 0 | 8 | — | — | — | — | — | — | — |
| 30 | 2025 | 37–15 | 71.2% | #7 | 1,964 | 1 | 10 | — | — | — | — | — | — | — |
| 31 | 2026 | 25–10 | 71.4% | #23 | 2,020 | 1 | 11 | — | — | — | — | — | — | — |