Madison Keys is starting her bid in the draw in Charleston. The previous year in Charleston, Madison lost in the 2nd round to Jaqueline Cristian 3-6 6-3 6-3. The American won the Credit One Charleston Open once in 2019 and she was the runner-up once in 2015.
Draw prediction with head to head records
This is Madison Keys’s projected draw alongsideherplausible opposition in Credit One Charleston Open. The American has a good record (16-5) against the plausible opponents.
R2 – Caroline Dolehide’s rankings and performance.
Head to head 2-0 for Madison Keys
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 7-7 | 5-4 | 1-1 | 1-2 | 0-0 | 0-0 |
| 2024 | 20-27 | 14-18 | 3-4 | 0-0 | 3-5 | 0-0 |
| 2023 | 45-24 | 21-13 | 24-8 | 0-0 | 0-3 | 0-0 |
| 2022 | 27-26 | 20-15 | 7-9 | 0-0 | 0-2 | 0-0 |
| 2021 | 11-23 | 9-14 | 1-6 | 0-1 | 1-2 | 0-0 |
| 2020 | 13-14 | 11-10 | 1-2 | 1-2 | 0-0 | 0-0 |
| 2019 | 37-24 | 22-14 | 11-6 | 0-0 | 4-4 | 0-0 |
| 2018 | 25-22 | 12-15 | 11-4 | 0-0 | 2-3 | 0-0 |
Caroline Dolehide has a 7-6 win-loss record in 2025, 1-0 on clay. In the course of the previous 12 years, Caroline has a 94-56 record on clay (Click here to see full career record). Dolehide won 6 of her last 10 matches.
Last year in Credit One Charleston Open Caroline was defeated by Beatriz Haddad Maia in the 2nd round 6-2 7-5.
H2H Madison Keys vs. Caroline Dolehide
This match would represent the 3rd time that Madison Keys and Caroline Dolehide fight against each other. The head to head is 2-0 for Keys (see full H2H stats), 1-0 on clay in major tournaments.
R3 – Anna Kalinskaya’s rankings and performance.
Head to head 1-0 for Madison Keys
| 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 4-7 win-loss record in 2025, but she has not played as yet on clay. The Russian won 4 of her last 10 matches.
Kalinskaya’s most significant result of this year was reaching the semifinal Singapore.
Last year in Credit One Charleston Open the Russian didn’t compete in this event.
H2H Madison Keys vs. Anna Kalinskaya
This match would represent the 2nd time that Madison Keys and Anna Kalinskaya square off. The head to head is 1-0 for Keys (see full H2H stats), 1-0 on clay in major tournaments.
On the other hand, Madison Keys could come up against Caty McNally. Their H2H is 0-0.
1/4 – Daria Kasatkina’s rankings and performance.
Head to head 10-2 for Madison Keys
| 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 9-8 win-loss record in 2025, but she has not competed until now on clay. The Australian won 4 of her last 10 matches.
Last year in Credit One Charleston Open the Australian was defeated by 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 face off. The head to head is 10-2 for Keys (see full H2H stats), but Kasatkina leads 1-0 on clay in major tournaments.
On the other hand, Madison Keys may compete against Magdalena Frech. Their head to head is 2-0 for Madison Keys.
1/2 – Emma Navarro’s rankings and performance.
Head to head 2-1 for Emma Navarro
| 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 11-7 win-loss record in 2025, but she has not played as yet on clay. Emma won 6 of her last 10 matches.
Her best result of the current year was conquering the competition in Merida where she overcame Emiliana Arango in the final 6-0 6-0.
Last year in Credit One Charleston Open Navarro capitulated to Jaqueline Cristian in the 3rd round 6-3 5-7 6-1.
H2H Madison Keys vs. Emma Navarro
This match would represent 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.
Alternatively, Madison Keys could square off with Amanda Anisimova. Their head to head record is 0-0.
Final – Jessica Pegula’s rankings and performance.
Head to head 2-1 for Madison Keys
| 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 20-6 record in 2025, but she has not competed as yet on clay. Pegula won 8 of her last 10 matches.
Her most significant achievement of this year was winning the competition in Austin where she defeated Mccartney Kessler in the final 7-5 6-2.
Last year in Credit One Charleston Open Pegula surrendered to Daria Kasatkina in the semifinal 6-4 4-6 7-6(5).
H2H Madison Keys vs. Jessica Pegula
This contest would be 4th time that Madison Keys and Jessica Pegula clash against each other. The head to head is 2-1 for Keys (see full H2H stats), but they have never competed against each other on clay in major tournaments.
Alternatively, Madison Keys could compete against Qinwen Zheng. Their head to head is 1-0 for Madison Keys.
