Head-to-Head

Anna Kalinskaya vs Madison KeysPrediction, Head-to-Head Results, and Stats

🇷🇺Anna Kalinskaya

#22 · 27 yrs · Right-Handed

1–2

3 meetings · sets 3–4

🇺🇸Madison Keys

#23 · 31 yrs · Right-Handed

Anna Kalinskaya and Madison Keys have met 3 times since 2022; Madison Keys leads 2–1. Their first meeting came at French Open - Paris in 2022 on clay. On clay courts Keys leads 2–1. Across all meetings Kalinskaya has taken 3 sets to Keys's 4. Their most recent meeting: Madison Keys won at Mutua Madrid Open - Madrid (2025).

Spread & Straight-Sets Form

Completed best-of-3 matches · Last 12 months

Indicator	Kalinskaya	Keys
Indicator	Anna Kalinskaya		Madison Keys
Wins in straight sets	66%	19/29	75%	24/32
Wins a set when losing	42%	8/19	53%	8/15
Goes to a deciding set	38%	18/48	34%	16/47
Covers −1.5 sets as favorite	54%	15/28	59%	22/37
Covers +1.5 sets as underdog	58%	11/19	38%	3/8
Tiebreak sets won	67%	10/15	45%	5/11
Wins after taking set 1	96%	26/27	83%	25/30
Wins 2-0 after taking set 1	70%	19/27	80%	24/30

Colored rows are higher-is-better: green above 50%, red below. Favorite/underdog set by book odds; cover rows count only matches with odds on record. Head-to-head: 2 of 3 completed meetings ended in straight sets (Kalinskaya 1, Keys 1).

Style Matchup

Playing styles and historical archetype record

Kalinskaya

💥 Big Hitter

Power groundstrokesHigh winner countAggressive shotsShort rallies

Keys

💥 Big Hitter

Power groundstrokesHigh winner countAggressive shotsShort rallies

Matchup analysis

Both Anna Kalinskaya and Madison Keys are 💥 Big Hitter types. Mirror matchups usually come down to execution, fitness, and surface fit, across 5,096 matches in our dataset the historical split is about even.

Previous meetings

3 career meetings, newest first

Apr 26, 2025

Mutua Madrid Open - Madrid

C Clay · 3rd Round

6³7

Keys

Apr 3, 2025

Credit One Charleston Open - Charleston

C Clay · 3rd Round

Kalinskaya

May 24, 2022

French Open - Paris

C Clay · 1st Round

Keys

Prop Research

Hit rates on common betting markets · Last 90 days

Outcome	Kalinskaya	Keys
Outcome	Anna Kalinskaya		Madison Keys
1 or more	85%	11/13	100%	19/19
3 or more	69%	9/13	68%	13/19
5 or more	39%	5/13	37%	7/19
10 or more	0%	0/13	16%	3/19
15 or more	0%	0/13	0%	0/19
20 or more	0%	0/13	0%	0/19

Player ROI

Hypothetical if you put 1u on each player to win every one of their matches · Last 90 days

Metric	Kalinskaya	Keys
W-L	8–5	13–6
Avg odds	2.24	1.44
ROI %	-0.8%	-10.3%
Units P/L	-0.11u	-1.95u

Travel

Last 30 days

Metric	Kalinskaya	Keys
Countries	3	2
Events	3	2
Matches	4	6
Distance	761 mi · 1,225 km	411 mi · 662 km
Route	AUT → CAN → POL	CAN → POL

Host country from the tournament each match was played in, over the last 30 days. Route is the order of countries visited; consecutive stops in the same country are shown once. Distance is the great-circle total between host cities, shown only when every stop in the window is geocoded. A rough fatigue signal, not a headline stat.

Common opponents

Results vs. opponents both players faced · Last 12 months

Keys has a higher win rate against shared opponents (80% vs Kalinskaya's 40%).

Opponent	Kalinskaya	Keys
Katerina Siniakova	W 46 76 75	W 61 63
Diana Shnaider	L 36 36	L 36 63 06
Mccartney Kessler	W 62 67 64	W 63 61
Jessica Pegula	L 36 57	L 67 67
Belinda Bencic	L 46 64 67	W 46 63 62
Diane Parry	W 64 36 76	W 64 63
Elena Gabriela Ruse	L 57 26	W 60 63
Jessica Bouzas Maneiro	W 62 61	W 60 61
Karolina Muchova	L 36 46	W 64 75
Victoria Mboko	L 46 16	W 63 57 75

Recent Form

Last five matches per player

Kalinskaya

WLWLWWLW

Caty Mcnally

Cincinnati Open - Cincinnati · 2nd Round

Aug 15

Diana Shnaider

National Bank Open - Toronto · 3rd Round

Aug 6

Mccartney Kessler

National Bank Open - Toronto · 2nd Round

6³7

Aug 5

Jessica Pegula

Mubadala DC Open - Washington · Quarterfinals

Jul 31

Janice Tjen

Mubadala DC Open - Washington · 2nd Round

76⁷

Jul 30

Daria Kasatkina

Mubadala DC Open - Washington · 1st Round

Jul 28

Belinda Bencic

Wimbledon - London · 3rd Round

6⁶7

Jul 3

Diane Parry

Wimbledon - London · 2nd Round

76⁸

Jul 1

Keys

LWWWLWLL

Sara Bejlek

Cincinnati Open - Cincinnati · Quarterfinals

6⁵7

Aug 21

Xiyu Wang

Cincinnati Open - Cincinnati · 4th Round

76³

Aug 20

Katerina Siniakova

Cincinnati Open - Cincinnati · 3rd Round

Aug 18

Daria Snigur

Cincinnati Open - Cincinnati · 2nd Round

Aug 16

Marta Kostyuk

National Bank Open - Toronto · 3rd Round

Aug 7

Antonia Ruzic

National Bank Open - Toronto · 2nd Round

Aug 4

Liudmila Samsonova

Mubadala DC Open - Washington · 1st Round

Jul 28

Linda Noskova

Wimbledon - London · 4th Round

6²7

Jul 6

Rivalry momentum

Cumulative head-to-head lead over time

↑ KalinskayaKeys ahead↓ Keys

Win rate

Matches, sets and games won · Last 12 months · 47–48 matches

Metric	Kalinskaya	Keys
Matches won	60%	68%
Sets won	58%	65%
Games won	52%	56%

Record by tier

Head-to-head record by tournament tier

Stage	Kalinskaya	Keys
Grand Slam	0	1
WTA 500	1	0
WTA 1000	0	1

By surface

Head-to-head record per surface

Surface	Kalinskaya	Keys
Clay	1	2

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Anna Kalinskaya vs Madison Keys FAQ

Madison Keys leads the head-to-head 2–1 over 3 meetings.

Spread & Straight-Sets Form

Style Matchup

Previous meetings

Prop Research

Player ROI

Travel

Common opponents

Recent Form

Rivalry momentum

Win rate

Record by tier

By surface

More Kalinskaya rivalries

More Keys rivalries

Anna Kalinskaya vs Madison Keys FAQ

Who leads the Anna Kalinskaya vs Madison Keys head-to-head?

Who won the last Anna Kalinskaya vs Madison Keys match?

How many times have Anna Kalinskaya and Madison Keys played?

Who leads the Anna Kalinskaya vs Madison Keys head-to-head on clay courts?

When did Anna Kalinskaya and Madison Keys last play each other?