[UPDATED R3]. Prediction, H2H of Daniil Medvedev’s draw vs Struff, Dimitrov, Sinner, Alcaraz, Djokovic to win the Wimbledon

Wimbledon draw preview with H2H - Daniil Medvedev may need to oust Jan-Lennard Struff, Grigor Dimitrov, Jannik Sinner, Carlos Alcaraz, Novak Djokovic to conquer the event in for Wimbledon.

Daniil Medvedev Stats info

Daniil Medvedev is 5 wins away to conquer the title in Wimbledon. The Russian has defeated Aleksandar Kovacevic 6-3 6-4 6-2 and Alexandre Muller 6-73 7-64 6-4 7-5 to reach the 3rd round where he will face Jan-Lennard Struff.

Draw prediction with head to head records

This is Daniil Medvedev’s projected draw withhislikely opposition in Wimbledon. Daniil has a winning record (26-24) with the plausible opponents.

R1 – Aleksandar Kovacevic (88) – 6-3 6-4 6-2
R2 – Alexandre Muller (102) – 6-73 7-64 6-4 7-5
R3 – Jan-Lennard Struff (41) – H2H 6-2
R4 – Grigor Dimitrov (10) – H2H 7-3
or Gael Monfils (33) – H2H 2-2
1/4 – Jannik Sinner (1) – H2H 6-5
or Ben Shelton (14) – H2H 0-0
1/2 – Carlos Alcaraz (3) – H2H 2-4
or Tommy Paul (13) – H2H 3-1
Fin – Novak Djokovic (2) – H2H 5-10
or Alexander Zverev (4) – H2H 12-7
Medvedev
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Draw

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R3 – Jan-Lennard Struff’s rankings and performance.

Head to head 6-2 for Daniil Medvedev

30 - 21win/loss in 2025

Rank
42
High
21
Year Total Hard Clay I.hard Grass Carpet
2024 30-21 4-8 15-5 5-6 6-2 0-0
2023 45-24 21-9 14-7 5-6 5-2 0-0
2022 23-22 3-10 7-4 12-4 1-4 0-0
2021 26-30 8-11 11-8 6-8 1-3 0-0
2020 15-15 10-6 1-3 4-6 0-0 0-0
2019 35-30 11-12 11-7 7-8 6-3 0-0
2018 27-27 7-9 12-9 6-6 2-3 0-0
2017 41-33 13-12 17-12 10-6 1-3 0-0

Jan-Lennard Struff has a 23-13 record in 2024, 6-1 on grass. Talking about the last 4 years, the German has a 13-10 record on grass. The German won 8 of his last 10 matches.

His best achievement of the year was conquering the competition in Munich where he defeated Taylor Fritz in the final 7-5 6-3.

Last year in Wimbledon the German didn’t take part in the competition.

H2H Daniil Medvedev vs. Jan-Lennard Struff

This match would represent the 9th time that Daniil Medvedev and Jan-Lennard Struff fight against each other. The head to head is 6-2 for Medvedev (see full H2H stats), but they are 1-1 on grass in major tournaments.

R4 – Grigor Dimitrov’s rankings and performance.

Head to head 7-3 for Daniil Medvedev

46 - 18win/loss in 2025

Rank
10
High
3
Year Total Hard Clay I.hard Grass Carpet
2024 46-18 21-7 8-4 13-5 4-2 0-0
2023 43-21 16-10 10-5 10-4 7-2 0-0
2022 26-22 10-11 10-5 5-4 1-2 0-0
2021 24-18 18-10 3-5 2-2 1-1 0-0
2020 18-11 8-5 6-2 4-4 0-0 0-0
2019 24-21 12-10 7-6 5-3 0-2 0-0
2018 25-19 11-9 7-5 6-3 1-2 0-0
2017 49-19 24-8 4-5 15-3 6-3 0-0

Grigor Dimitrov has a 31-10 record in 2024, 3-1 on grass. During the last 4 years, the Bulgarian has a 12-6 record on grass. Grigor won 7 of his last 10 matches.

His most significant achievement of this current year was conquering the tournament in Brisbane where he overcame Holger Rune in the final 7-6(5) 6-4.

Last year in Wimbledon Dimitrov lost to Holger Rune in the 4th round 3-6 7-6(6) 7-6(4) 6-3.

H2H Daniil Medvedev vs. Grigor Dimitrov

This would be the 11th time that Daniil Medvedev and Grigor Dimitrov fight against each other. The head to head is 7-3 for Medvedev (see full H2H stats), but Dimitrov leads 1-0 on grass in major tournaments.

However, Daniil Medvedev may play Gael Monfils. Their head to head record is 2-2.

1/4 – Jannik Sinner’s rankings and performance.

Head to head 6-5 for Daniil Medvedev

73 - 8win/loss in 2025

Rank
1
High
1
Year Total Hard Clay I.hard Grass Carpet
2024 73-8 40-5 11-2 13-0 9-1 0-0
2023 64-15 28-7 8-3 20-2 8-3 0-0
2022 47-16 21-6 15-4 7-4 4-2 0-0
2021 49-22 22-8 10-6 17-6 0-2 0-0
2020 20-14 2-6 7-3 11-5 0-0 0-0
2019 62-24 12-6 17-8 31-7 2-3 0-0
2018 31-22 13-8 17-12 1-1 0-0 0-1

Jannik Sinner has a 40-3 win-loss record in 2024, 7-0 on grass. Talking about the previous 4 years, Jannik has a 19-7 record on grass. Jannik will try to keep a positive momentum since he is on a 7 matches winning streak.

His most significant result of the current season was winning the competition at the Australian Open where he beat Daniil Medvedev in the final 3-6 3-6 6-4 6-4 6-3, in Rotterdam where he beat Alex De Minaur in the final 7-5 6-4, in Miami where he beat Grigor Dimitrov in the final 6-3 6-1, and in Halle where he beat Hubert Hurkacz in the final 7-6(8) 7-6(2).

Last year in Wimbledon the Italian was defeated by Novak Djokovic in the semifinal 6-3 6-4 7-6(4).

H2H Daniil Medvedev vs. Jannik Sinner

This contest would be 12th time that Daniil Medvedev and Jannik Sinner fight against each other. The head to head is 6-5 for Medvedev (see full H2H stats), but they have never competed against each other on grass in major tournaments.

Anyhow, Daniil Medvedev may fight against Ben Shelton. Their head to head record is 0-0.

1/2 – Carlos Alcaraz’s rankings and performance.

Head to head 4-2 for Carlos Alcaraz

54 - 13win/loss in 2025

Rank
3
High
1
Year Total Hard Clay I.hard Grass Carpet
2024 54-13 22-5 17-4 7-3 8-1 0-0
2023 65-12 26-6 25-3 2-3 12-0 0-0
2022 57-13 21-4 27-4 6-4 3-1 0-0
2021 48-19 15-8 22-7 10-3 1-1 0-0
2020 39-7 10-0 29-7 0-0 0-0 0-0
2019 18-10 3-2 15-8 0-0 0-0 0-0
2018 6-2 0-0 6-2 0-0 0-0 0-0

Carlos Alcaraz has a 28-6 record in 2024, 3-1 on grass. In connection to the last 4 years, the Spaniard has a 19-3 record on grass. Carlos won 9 of his last 10 matches.

His best result of the current season was winning the tournament in Indian Wells where he beat Daniil Medvedev in the final 7-6(5) 6-1, and at the French Open where he beat Alexander Zverev in the final 6-3 2-6 5-7 6-1 6-2.

Last year in Wimbledon Carlos won the title after besting Novak Djokovic 1-6 7-6(6) 6-1 3-6 6-4.

H2H Daniil Medvedev vs. Carlos Alcaraz

This match would represent the 7th time that Daniil Medvedev and Carlos Alcaraz play each other. The head to head is 4-2 for Alcaraz (see full H2H stats), but they are 1-1 on grass in major tournaments.

Anyhow, Daniil Medvedev could come up against Tommy Paul. Their head to head is 3-1 for Daniil Medvedev.

Final – Novak Djokovic’s rankings and performance.

Head to head 10-5 for Novak Djokovic

37 - 9win/loss in 2025

Rank
7
High
1
Year Total Hard Clay I.hard Grass Carpet
2024 37-9 15-5 16-3 1-0 5-1 0-0
2023 56-7 27-1 12-3 11-2 6-1 0-0
2022 42-7 2-1 14-4 19-2 7-0 0-0
2021 55-7 19-3 18-3 11-1 7-0 0-0
2020 41-5 26-1 11-1 4-3 0-0 0-0
2019 57-11 26-6 15-3 9-2 7-0 0-0
2018 53-13 23-4 11-5 8-3 11-1 0-0
2017 32-8 10-3 12-4 2-0 8-1 0-0

Novak Djokovic has a 20-6 record in 2024, 2-0 on grass. As for the last 4 years, Djokovic has a 22-1 record on grass. Novak will try to keep a positive momentum since he is on a 6 matches winning streak.

The Serbian’s most significant achievement of this season was reaching the semifinal at the Australian Open , Carlo and Geneva.

Last year in Wimbledon Djokovic was overcome by Carlos Alcaraz in the final 1-6 7-6(6) 6-1 3-6 6-4.

H2H Daniil Medvedev vs. Novak Djokovic

This would be the 16th time that Daniil Medvedev and Novak Djokovic play each other. The head to head is 10-5 for Djokovic (see full H2H stats), 1-0 on grass in major tournaments.

Possibly, Daniil Medvedev could take on Alexander Zverev. Their head to head is 12-7 for Daniil Medvedev.