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).

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

DateTournamentCategoryRoundSurfaceWinnerScoreLoserMatch
Apr 26, 2025 Madrid WTA 1000 R32 Clay Madison Keys #5 7-5 7-6(3) Anna Kalinskaya #29 Match data
Apr 3, 2025 Charleston WTA 500 R16 Clay Anna Kalinskaya #33 6-2 6-4 Madison Keys #5 Match data
May 24, 2022* Roland Garros Grand Slam R128 Clay Madison Keys #22 6-3 3-6 6-4 Anna Kalinskaya #86 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
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
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