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Novak Djokovic in action at Wimbledon.

Wimbledon Men’s Semifinal Predictions Including Novak Djokovic vs Jannik Sinner

It promises to be an entertaining day of semifinal action at Wimbledon with two potentially enthralling matches on the schedule at the Championships. As ever, we here at LWOT will be offering our predictions for both matches, as Novak Djokovic takes on Jannik Sinner whilst Arthur Fery looks to continue his dream run against recent French Open champion Alexander Zverev. But who will advance?

Wimbledon Semifinal Predictions

Alexander Zverev vs Arthur Fery

Zain: Who would have thought we would be getting an Arthur Fery versus Alexander Zverev semifinal at Wimbledon two weeks ago? And now we are here. This is a match that, despite having the entire stadium behind him, Zverev should win. He is the better server, the better baseliner, and has the experience of going deep at Majors.

The main thing going for Fery, apart from his exceptional movement on grass and variety, is that all the pressure is on the German. Fery is playing this match with house money, and that should be enough for him to take a set, but it is unlikely he wins three.

Prediction: Zverev in 4

Andreas: It’s hard to undermine Fery’s tennis in this matchup, as he’s had a dream run at his home Grand Slam. However, Zverev represents a completely new task for the young Brit, and the German has been flawless on his serve. Zverev won’t give away points for free, something that Cobolli did in the Brit’s latest quarterfinal win. I can see the crowd getting heavily involved, and the German succumbing to some pressure at times, but he has enough tools to outlast the wildcard.

Prediction: Zverev in 4

Harsh: Zverev played a solid match and he seems to be growing in confidence amidst his career-best performance at Wimbledon. He takes on Fery who is having a dream run but it just seems Zverev brings a lot of firepower and that should be a gap too big to bridge for Fery.

Harsh: Zverev in 3

Jim: The Wimbledon crowd will be right behind Fery (and not just because he is British) but it remains to be seen whether he will be able to handle the pressure of the moment. So far he has done so excellently, but this is another big step up and the enormity of what he has accomplished so far will surely catch-up with him at some point.

If it doesn’t, however, he is a good enough player to be competitive in this match-up. Zverev’s record on grass remains indifferent and whilst the hot weather will be helping him, it’s hard to read much into his victory over a visibly injured Taylor Fritz. Zverev has plenty of power, but he still doesn’t have much court craft. If Fery can keep his nerves in check, he can make life uncomfortable for Zverev.

Prediction: Fery in 4

Novak Djokovic vs Jannik Sinner

For the second time this year, and the third time at Wimbledon, Jannik Sinner faces off against Novak Djokovic in a Major semifinal. This feels like the final before the final.

Since 2024, these two players have faced each other five times. Sinner won the first four meetings, doing so in dominant fashion, but while many thought Sinner had reached the point where Djokovic could no longer beat him, the Serbian legend shocked Sinner (and the tennis world) in a five-set thriller at the Australian Open.

Despite that victory, which undoubtedly puts some pressure on Sinner in this match, the Italian is still the favourite. He is the fresher, younger, and, at this stage, the better player. Given how similarly they play, it is difficult for Djokovic to contend. Djokovic has had two days to recover for this match, which is likely his last realistic shot at another Major title. But if Sinner stays focused from the baseline and continues serving the way he has this year, he should be able to advance to his second Wimbledon final.

Prediction: Sinner in 4

Andreas: Hardly anyone can stop Djokovic in a Grand Slam fifth set when the Serb is physically at his best. Even Sinner, when the pair played at the 2026 Australian Open, couldn’t get through Djokovic’s defense and mentally strong game. Sinner hasn’t looked perfect all tournament, but he’s a flawless hitter on the grass courts, and should be the fresher of the two.

Djokovic, meanwhile, spent over five hours on court against Felix Auger-Aliassime, in a gruelling quarterfinal. Ultimately, if this match goes the distance, I could see the Serb winning. However, Sinner has the stronger groundstrokes and an ability to rush the 39-year-old. Expecting a close four-setter, with the world #1 coming out on top.

Prediction: Sinner in 4

Harsh: Should be the match of the tournament given how well these two have played so far. Djokovic again has looked strong entering the semifinals. He did beat Sinner at the Australian Open and if Djokovic recovers he should be in with a chance again. That being said, Sinner does enter as the slight favourite only because he should be the fresher of the two. That should make the difference here.

Prediction: Sinner in 4

Jim: This match will probably be decided by how much Djokovic has left in the tank after battling past Auger-Aliassime in the quarterfinals in a five-hour thriller. At 29, you would have backed the Serbian to bounce back, but at 39 it is a huge ask of his body. At his best, he is probably still a better grass-court player than Sinner, but he is not able to redline for as long as he once could and his previously peerless timing is on the wane.

He has proved us wrong countless times before, including earlier this year when this writer (amongst others) was too quick to write him off against this very opponent. But the well has surely all but run dry now. If anyone could do it, it would be Djokovic, but this may be a challenge too far even for probably the greatest player this sport has seen.

Prediction: Sinner in 4

Main photo credit: Geoff Burke-Imagn Images

About Jim Smith

Jim is a sports fan and writer, who graduated from the University of Warwick with a Masters in Global and Comparative History in September, 2019. Site manager at Last Word on Cricket and deputy site manager at Last Word on Tennis, Jim is never happier than when at his laptop, watching and writing on sports.