[UPDATED R3]. Prediction, H2H of Madison Keys’s draw vs Kalinskaya, Kasatkina, Navarro, Pegula to win the Charleston

Charleston draw preview with H2H - Madison Keys may need to overcome Anna Kalinskaya, Daria Kasatkina, Emma Navarro, Jessica Pegula to conquer the title in the Credit One Charleston Open.

Madison Keys Stats info

Madison Keys is 4 wins away to conquer the title in Charleston. Keys has defeated Caroline Dolehide 6-3 7-64 to reach the 3rd round where she will face Anna Kalinskaya.

Draw prediction with head to head records

This is Madison Keys’s projected draw alongsideherplausible opponents in Credit One Charleston Open. Madison has a favorable record (14-5) with the projected opponents.

R1 – Bye
R2 – Caroline Dolehide (73) – 6-3 7-64
R3 – Anna Kalinskaya (33) – H2H 1-0
1/4 – Daria Kasatkina (12) – H2H 10-2
or Sofia Kenin (44) – H2H 3-1
1/2 – Emma Navarro (11) – H2H 1-2
or Amanda Anisimova (16) – H2H 0-0
Fin – Jessica Pegula (4) – H2H 2-1
or Qinwen Zheng (8) – H2H 1-0
Keys
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Draw

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R3 – Anna Kalinskaya’s rankings and performance.

Head to head 1-0 for Madison Keys

6 - 8win/loss in 2025

Rank
31
High
11
LWWLWLL
Year Total Hard Clay I.hard Grass Carpet
2025 6-8 1-6 2-1 3-1 0-0 0-0
2024 38-19 28-12 3-5 0-0 7-2 0-0
2023 28-18 16-15 7-3 5-0 0-0 0-0
2022 27-20 22-10 2-6 1-1 2-3 0-0
2021 30-23 19-12 3-7 5-2 3-2 0-0
2020 9-8 8-6 1-2 0-0 0-0 0-0
2019 40-20 19-6 8-5 4-4 9-5 0-0
2018 28-23 14-7 7-6 4-7 3-3 0-0

Anna Kalinskaya has a 5-7 record in 2025, 1-0 on clay. Regarding the previous 12 years, the Russian has a 78-54 record on clay (Click here to see full career record). The Russian won 5 of her last 10 matches.

The Russian’s best achievement of the current year was getting to the semifinal Singapore.

Last year in Credit One Charleston Open Kalinskaya didn’t take part in the competition.

H2H Madison Keys vs. Anna Kalinskaya

This contest would be 2nd time that Madison Keys and Anna Kalinskaya play each other. The head to head is 1-0 for Keys (see full H2H stats), 1-0 on clay in major tournaments.

1/4 – Daria Kasatkina’s rankings and performance.

Head to head 10-2 for Madison Keys

10 - 9win/loss in 2025

Rank
14
High
8
LWLLWLL
Year Total Hard Clay I.hard Grass Carpet
2025 10-9 9-8 1-1 0-0 0-0 0-0
2024 40-23 24-16 8-4 0-1 8-2 0-0
2023 39-25 19-15 12-6 2-1 6-3 0-0
2022 41-22 24-14 12-5 1-1 4-2 0-0
2021 38-19 19-10 5-5 7-1 7-3 0-0
2020 18-14 7-8 5-3 6-3 0-0 0-0
2019 13-21 8-13 4-4 1-2 0-2 0-0
2018 42-24 15-13 12-7 8-1 7-3 0-0

Daria Kasatkina has a 10-8 record in 2025, 1-0 on clay. In the last 13 years, the Australian has a 132-55 record on clay (Click here to see full career record). The Australian won 4 of her last 10 matches.

Last year in Credit One Charleston Open the Australian capitulated to Danielle Rose Collins in the final 6-2 6-1.

H2H Madison Keys vs. Daria Kasatkina

This would be the 13th time that Madison Keys and Daria Kasatkina square off. The head to head is 10-2 for Keys (see full H2H stats), but Kasatkina has a winning record of 1-0 on clay in major tournaments.

Nevertheless, Madison Keys could compete against Sofia Kenin. Their H2H record is 3-1 for Madison Keys.

1/2 – Emma Navarro’s rankings and performance.

Head to head 2-1 for Emma Navarro

13 - 8win/loss in 2025

Rank
11
High
8
LWWLLWW
Year Total Hard Clay I.hard Grass Carpet
2025 13-8 11-7 2-1 0-0 0-0 0-0
2024 54-24 33-14 14-7 0-0 7-3 0-0
2023 64-24 17-9 37-11 3-1 7-3 0-0
2022 31-18 8-8 23-10 0-0 0-0 0-0
2021 19-13 6-6 13-7 0-0 0-0 0-0
2020 2-7 0-4 2-2 0-1 0-0 0-0
2019 10-12 3-4 7-8 0-0 0-0 0-0
2018 19-9 2-3 12-5 5-1 0-0 0-0

Emma Navarro has a 12-7 win-loss record in 2025, 1-0 on clay. In the previous 9 years, the American has a 111-52 record on clay (Click here to see full career record). The American won 7 of her last 10 matches.

Her most significant result of the season was winning the tournament in Merida where she beat Emiliana Arango in the final 6-0 6-0.

Last year in Credit One Charleston Open Emma lost to Jaqueline Cristian in the 3rd round 6-3 5-7 6-1.

H2H Madison Keys vs. Emma Navarro

This would be the 4th time that Madison Keys and Emma Navarro face off. The head to head is 2-1 for Navarro (see full H2H stats), but they are 1-1 on clay in major tournaments.

Nonetheless, Madison Keys may square off with Amanda Anisimova. Their H2H is 0-0.

Final – Jessica Pegula’s rankings and performance.

Head to head 2-1 for Madison Keys

25 - 6win/loss in 2025

Rank
3
High
3
WWWWWLW
Year Total Hard Clay I.hard Grass Carpet
2025 25-6 20-6 5-0 0-0 0-0 0-0
2024 39-16 29-9 4-2 0-2 6-3 0-0
2023 59-18 45-12 8-4 0-0 6-2 0-0
2022 42-21 28-15 11-4 1-1 2-1 0-0
2021 39-19 29-12 6-4 0-0 4-3 0-0
2020 17-9 16-7 0-1 1-1 0-0 0-0
2019 25-19 14-10 4-5 4-1 3-3 0-0
2018 50-22 21-9 22-10 7-2 0-1 0-0

Jessica Pegula has a 21-6 win-loss record in 2025, 1-0 on clay. In the previous 17 years, Pegula has a 118-74 record on clay (Click here to see full career record). Jessica won 8 of her last 10 matches.

Her best result of this season was winning the title in Austin where she beat Mccartney Kessler in the final 7-5 6-2.

Last year in Credit One Charleston Open Pegula lost to Daria Kasatkina in the semifinal 6-4 4-6 7-6(5).

H2H Madison Keys vs. Jessica Pegula

This would be the 4th time that Madison Keys and Jessica Pegula face off. The head to head is 2-1 for Keys (see full H2H stats), but they have never played each other on clay in major tournaments.

However, Madison Keys could face Qinwen Zheng. Their head to head record is 1-0 for Madison Keys.