Duje Ajdukovic and Benjamin Hassan will play each other in the qualifications of Wimbledon for the 2nd time in their career. They are scheduled to play on Monday at 3:00 pm on Court 9. In the following paragraphs, you can find the head to head analysis and prediction.

Prediction, odds and live streaming

The pick for Tennis Tonic is Benjamin Hassan who should win in 3 sets.

As per the initial odds, Benjamin Hassan is the pick to win this match.
Benjamin Hassan -> 1.444
Duje Ajdukovic -> 2.69

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Prediction and head to head Duje Ajdukovic vs. Benjamin Hassan

This will be the 2nd time that Duje Ajdukovic and Benjamin Hassan clash against each other. The head to head is 1-0 for Ajdukovic (see full H2H stats), but they have never played each other on grass.

The last time that they squared off, Ajdukovic won 4-6 6-4 6-4 in the 1st round in the Troyes Challenger back in 2023.

Duje Ajdukovic

Duje Ajdukovic

7 - 15win/loss

Hard
4-4
I Hard
1-0
Clay
2-9
Grass
0-2
Rank
321
High
105
LWLWWLLWWW
Year Total Hard Clay I.hard Grass Carpet
2025 24-29 9-9 13-16 2-1 0-3 0-0
2024 38-31 18-13 13-10 7-5 0-3 0-0
2023 59-25 2-1 50-21 7-3 0-0 0-0
2022 27-31 0-1 22-23 3-4 2-3 0-0
2021 33-31 1-1 29-23 3-7 0-0 0-0

Ranked no. 184, the Croatian will start his run in Wimbledon after he played his last match in the Nottingham 2 Challenger where he lost 6-3 5-7 6-3 to Grenier in the qualifications on the 15th of June.

Duje has a compiled 7-15 win-loss record in 2025, 0-2 on grass (See FULL STATS).

Talking about his overall career, Duje has an overall 269-183 record. He has a negative 2-8 record on grass.

Previously in Wimbledon

Previously, his best result was reaching the qualifications in 2022. See his history.

Wimbledon
Ajdukovic's Record

Benjamin Hassan

Benjamin Hassan

17 - 19win/loss

Hard
7-5
I Hard
1-3
Clay
9-9
Grass
0-2
Rank
247
High
143
LLLLWLWLWW
Year Total Hard Clay I.hard Grass Carpet
2025 27-34 13-11 11-14 1-6 2-3 0-0
2024 38-39 8-12 20-16 9-9 1-2 0-0
2023 57-33 11-6 35-20 10-6 1-1 0-0
2022 36-29 7-3 21-16 8-9 0-0 0-1
2021 21-23 2-2 17-16 2-4 0-0 0-1

Ranked no. 195, Hassan will start his run in London after he played his last match in Halle where he lost 7-6(4) 7-5 to Ofner in the qualifications on the 14th of June.

Hassan has a compiled 17-19 win-loss record in 2025, 0-2 on grass (See FULL STATS).

The Lebanese’s best result of the year was getting to the semifinal in the Tenerife 2 Challenger.

In terms of his career, The Lebanese has an overall 296-213 record. He has a negative 2-5 record on grass.

Previously in Wimbledon

Previously, his best result was reaching the qualifications in 2024. See his history.

Wimbledon
Hassan's Record

Upcoming matches in the draw