Grigor Dimitrov is starting his campaign in the draw in Shanghai.
Draw prediction with head to head records
This is Grigor Dimitrov’s projected draw andhisprojected opponents in Shanghai Rolex Masters. Dimitrov has a unfavourable record (7-15) against the projected opposition.
R2 – Aleksandar Vukic’s rankings and performance.
Head to head 1-0 for Grigor Dimitrov
48 - 33win/loss in 2025
62
48
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2023 | 48-33 | 34-20 | 9-4 | 1-3 | 4-6 | 0-0 |
| 2022 | 30-25 | 14-15 | 4-5 | 12-5 | 0-0 | 0-0 |
| 2021 | 34-26 | 8-5 | 10-11 | 11-7 | 5-3 | 0-0 |
| 2020 | 22-12 | 10-4 | 9-5 | 3-3 | 0-0 | 0-0 |
| 2019 | 24-29 | 13-18 | 11-11 | 0-0 | 0-0 | 0-0 |
| 2018 | 25-17 | 17-12 | 1-3 | 7-2 | 0-0 | 0-0 |
| 2017 | 22-14 | 11-6 | 5-2 | 6-6 | 0-0 | 0-0 |
| 2016 | 15-10 | 13-8 | 0-0 | 2-2 | 0-0 | 0-0 |
Aleksandar Vukic has a 48-30 record in 2023, 34-18 on hard. In the last 10 years, the Australian has a 137-100 record on hard (Click here to see full career record). Aleksandar won 5 of his last 10 matches.
The Australian’s most significant result of this year was reaching the final the Seoul Challenger, the Busan Challenger, the Oeiras 4 Challenger and Atlanta.
H2H Grigor Dimitrov vs. Aleksandar Vukic
This match would represent the 2nd time that Grigor Dimitrov and Aleksandar Vukic clash against each other. The head to head is 1-0 for Dimitrov (see full H2H stats), but they have never competed against each other on hard in major tournaments.
R3 – Karen Khachanov’s rankings and performance.
Head to head 2-0 for Grigor Dimitrov
34 - 18win/loss in 2025
15
8
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2023 | 34-18 | 18-10 | 10-5 | 6-3 | 0-0 | 0-0 |
| 2022 | 36-25 | 17-11 | 9-7 | 6-5 | 4-2 | 0-0 |
| 2021 | 35-24 | 17-9 | 5-6 | 8-6 | 5-3 | 0-0 |
| 2020 | 20-15 | 12-6 | 4-3 | 4-6 | 0-0 | 0-0 |
| 2019 | 30-29 | 13-11 | 7-6 | 6-9 | 4-3 | 0-0 |
| 2018 | 46-22 | 15-11 | 6-5 | 20-4 | 5-2 | 0-0 |
| 2017 | 28-32 | 8-13 | 14-9 | 1-8 | 5-2 | 0-0 |
| 2016 | 50-27 | 13-5 | 22-11 | 13-10 | 2-1 | 0-0 |
Karen Khachanov has a 27-13 record in 2023, 17-8 on hard. In the course of the previous 12 years, the Russian has a 149-91 record on hard (Click here to see full career record). Khachanov won 7 of his last 10 matches.
His most significant result of the current year was winning the title in Zhuhai where he overcame Yoshihito Nishioka in the final 7-6(2) 6-1.
H2H Grigor Dimitrov vs. Karen Khachanov
This would be the 3rd time that Grigor Dimitrov and Karen Khachanov play each other. The head to head is 2-0
for Dimitrov (see full H2H stats), but they have never played each other on hard in major tournaments.On the other hand, Grigor Dimitrov may play Beibit Zhukayev. Their head to head record is 0-0.
R4 – Carlos Alcaraz’s rankings and performance.
Head to head 3-0 for Carlos Alcaraz
Carlos Alcaraz has a 61-8 record in 2023, 24-5 on hard. In the previous 6 years, the Spaniard has a 73-19 record on hard (Click here to see full career record). Alcaraz won 8 of his last 10 matches.
His most significant result of the current year was winning the tournament in Buenos Aires where he beat Cameron Norrie in the final 6-3 7-5, in Indian Wells where he defeated Daniil Medvedev in the final 6-3 6-2, in Barcelona where he overcame Stefanos Tsitsipas in the final 6-3 6-4, in Madrid where he overcame Jan-Lennard Struff in the final 6-4 3-6 6-3, in London where he defeated Alex De Minaur in the final 6-4 6-4, and at the Wimbledon where he defeated Novak Djokovic in the final 1-6 7-6(6) 6-1 3-6 6-4.
H2H Grigor Dimitrov vs. Carlos Alcaraz
This match would represent the 4th time that Grigor Dimitrov and Carlos Alcaraz face off. The head to head is 3-0 for Alcaraz (see full H2H stats), but they have never competed against each other on hard in major tournaments.
Anyhow, Grigor Dimitrov may compete against Daniel Evans. Their H2H record is 3-3.
1/4 – Taylor Fritz’s rankings and performance.
Head to head record 1-1
54 - 24win/loss in 2025
10
4
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2023 | 54-24 | 35-11 | 11-6 | 5-3 | 3-4 | 0-0 |
| 2022 | 46-21 | 24-8 | 5-3 | 9-7 | 8-3 | 0-0 |
| 2021 | 34-22 | 20-13 | 4-5 | 8-3 | 2-1 | 0-0 |
| 2020 | 15-16 | 11-9 | 2-3 | 2-4 | 0-0 | 0-0 |
| 2019 | 40-30 | 17-14 | 12-8 | 4-5 | 7-3 | 0-0 |
| 2018 | 45-28 | 29-12 | 6-5 | 5-6 | 5-5 | 0-0 |
| 2017 | 39-26 | 24-16 | 0-0 | 10-5 | 5-5 | 0-0 |
| 2016 | 35-29 | 26-16 | 1-4 | 7-5 | 1-4 | 0-0 |
Taylor Fritz has a 50-20 win-loss record in 2023, 33-9 on hard. In connection to the last 10 years, Fritz has a 211-109 record on hard (Click here to see full career record). The American won 8 of his last 10 matches.
His best achievement of the season was winning the title in Australia where he overcame Matteo Berrettini in the final 7-6(4) 7-6(6), in Delray Beach where he beat Miomir Kecmanovic in the final 6-0 5-7 6-2, and in Atlanta where he beat Aleksandar Vukic in the final 7-5 6-7(5) 6-4.
H2H Grigor Dimitrov vs. Taylor Fritz
This contest would be 3rd time that Grigor Dimitrov and Taylor Fritz fight against each other. The head to head is 1-1 for Dimitrov and Fritz (see full H2H stats), but they have never competed against each other on hard in major tournaments.
Anyhow, Grigor Dimitrov could fight against Frances Tiafoe. Their H2H record is 3-1 for Grigor Dimitrov.
1/2 – Stefanos Tsitsipas’s rankings and performance.
Head to head 6-1 for Stefanos Tsitsipas
51 - 24win/loss in 2025
6
3
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2023 | 51-24 | 19-9 | 17-5 | 11-6 | 4-4 | 0-0 |
| 2022 | 61-24 | 18-8 | 17-4 | 18-9 | 8-3 | 0-0 |
| 2021 | 55-19 | 26-8 | 23-5 | 6-5 | 0-1 | 0-0 |
| 2020 | 29-14 | 11-6 | 11-3 | 7-5 | 0-0 | 0-0 |
| 2019 | 54-25 | 22-12 | 15-5 | 15-5 | 2-3 | 0-0 |
| 2018 | 56-30 | 19-13 | 15-6 | 16-8 | 6-3 | 0-0 |
| 2017 | 57-31 | 14-8 | 25-12 | 14-8 | 4-3 | 0-0 |
| 2016 | 49-18 | 16-7 | 30-6 | 1-3 | 0-0 | 2-2 |
Stefanos Tsitsipas has a 42-18 win-loss record in 2023, 18-8 on hard. During the last 9 years, Tsitsipas has a 167-84 record on hard (Click here to see full career record). Stefanos won 5 of his last 10 matches.
His best result of this current year was conquering the competition in Los Cabos where he overcame Alex De Minaur in the final 6-3 6-4.
H2H Grigor Dimitrov vs. Stefanos Tsitsipas
This contest would be 8th time that Grigor Dimitrov and Stefanos Tsitsipas face off. The head to head is 6-1 for Tsitsipas (see full H2H stats), 1-0 on hard in major tournaments.
Possibly, Grigor Dimitrov may play Andrey Rublev. Their head to head record is 3-3.
Final – Daniil Medvedev’s rankings and performance.
Head to head 5-2 for Daniil Medvedev
66 - 18win/loss in 2025
3
1
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2023 | 66-18 | 38-8 | 10-3 | 11-4 | 7-3 | 0-0 |
| 2022 | 45-19 | 26-8 | 3-2 | 8-6 | 8-3 | 0-0 |
| 2021 | 63-13 | 33-5 | 5-3 | 18-3 | 7-2 | 0-0 |
| 2020 | 28-10 | 14-4 | 0-2 | 14-4 | 0-0 | 0-0 |
| 2019 | 59-21 | 34-8 | 8-5 | 12-5 | 5-3 | 0-0 |
| 2018 | 53-25 | 27-9 | 1-5 | 21-7 | 4-4 | 0-0 |
| 2017 | 28-28 | 8-11 | 0-4 | 10-9 | 10-4 | 0-0 |
| 2016 | 69-27 | 15-6 | 13-7 | 23-8 | 9-3 | 9-3 |
Daniil Medvedev has a 59-13 record in 2023, 37-7 on hard. In connection to the last 11 years, Medvedev has a 218-69 record on hard (Click here to see full career record). The Russian won 8 of his last 10 matches.
His best result of this current year was winning the competition in Rotterdam where he beat Jannik Sinner in the final 5-7 6-2 6-2, in Doha where he beat Andy Murray in the final 6-4 6-4, in Dubai where he defeated Andrey Rublev in the final 6-2 6-2, in Miami where he overcame Jannik Sinner in the final 7-5 6-3, and in Rome where he defeated Holger Rune in the final 7-5 7-5.
H2H Grigor Dimitrov vs. Daniil Medvedev
This would be the 8th time that Grigor Dimitrov and Daniil Medvedev face off. The head to head is 5-2 for Medvedev (see full H2H stats), 3-1 on hard in major tournaments.
Anyhow, Grigor Dimitrov could square off with Jannik Sinner. Their head to head record is 2-1 for Jannik Sinner.