Pick Djokovic to upset Sinner and reach Wimbledon Final

  • What: Men’s Wimbledon Semifinal Match
  • When: July 11, 2025
  • Who:   Jannik Sinner vs. Novak Djokovic
  • Time:  10:30 a.m. EST
  • Where: The All England Lawn Tennis and Croquet Club (London, England)

World No. 1 Jannik Sinner has reached the semifinals at Wimbledon for the second time in his career. However, he will face one of the greatest grass court players in history, Novak Djokovic.

This matchup is a rematch from the semifinals of the French Open earlier this year, where Sinner defeated Djokovic in straight sets to secure his spot in the final.

Centre Court has long been the domain of seven-time Wimbledon champion Novak Djokovic, who has made it to every Wimbledon final since 2017.

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Will he be able to extend that winning streak, especially considering Sinner may not be at full strength after sustaining an injury in the Round of 16 against Grigor Dimitrov?

Grass is the ultimate equalizer in tennis. It has transformed giants into ordinary players while elevating others to the status of Wimbledon legends.

Novak Djokovic, a seven-time champion, has become a legend on these courts. He boasts a 2-0 record against Sinner, at Wimbledon.

Sinner vs. Djokovic

Dimitrov established a strong two-set lead in his recent matchup against Sinner by using a mix of spins, slices, and powerful shots before retiring. If he provided a strategy for defeating Sinner on grass, Djokovic would execute it.

Money LineBetOnline Sportsbook ReviewBetUS Sportsbook ReviewBovada Sportsbook Review
Jannik Sinner-210-230-220
Novak Djokovic+176+190+180

Sinner’s Kryptonite lies in the combination of versatility and grass. His movement, already challenged on the surface, is further exposed by opponents who utilize diverse spins and placements, taking advantage of his less graceful footwork.

Djokovic excels at capitalizing on any awkward movement, and grass levels the playing field. His experience and variety have consistently troubled Sinner, and on Friday, he will likely find a way to frustrate Sinner enough to secure the win.

Jannik Sinner is not here to accept defeat, especially after coming so close to winning the French Open, where he had two opportunities to secure the title before suffering a tough five-set loss to Carlos Alcaraz.

Jannik SinnerTO WIN 2025 MEN'S WIMBLEDON SEMIFINAL
★★★★★
-220
Bet now

He likely anticipated facing Djokovic in this semifinal. Still, he didn’t foresee the setback of an opening game injury against Dimitrov, which led to an MRI and a right elbow heavily wrapped for the match.

Sinner’s greatest asset is his service game. He has thwarted Djokovic’s efforts to break him four times.

Still, Dimitrov broke Sinner’s serve twice before retiring, showcasing the effectiveness of his varied game, something Djokovic will certainly exploit.

Djokovic has broken serve 31 times in this tournament. I expect him to target Sinner’s second serves, leveraging his impressive service game, which has produced 68 aces at Wimbledon, to drive him to victory.

Take Djokovic to pull off the upset.

Novak DjokovicTO WIN 2025 MEN'S WIMBLEDON SEMIFINAL
★★★★★
+190
Bet now

Total Games

If Djokovic’s pursuit of his eighth title falls short on Friday, he will be sure to challenge Sinner along the way. While it may be ambitious to anticipate five sets, Djokovic is poised to win at least one.

Total GamesBetOnline Sportsbook ReviewBetUS Sportsbook ReviewBovada Sportsbook Review
Over 39.5-125-140-135
Under 39.5-105+110+105

Each set will likely be more contested than their previous encounter in the Australian Open semifinals last year, where Sinner exploded out of the gates with a dominant 6-1, 6-2 lead. That match featured a total of 38 games over four sets.

Time is not on Djokovic’s side as he aims for his 25th major title and eighth at Wimbledon. With that urgency in mind, the Serbian will be highly driven and ready to give everything he has against the graceful Sinner.

If Sinner’s elbow remains in good shape we should get to 40 games, making the Over the easy play.

Over 39.5 GamesAMOUNT OF GAMES PLAYED
★★★★★
-125
Bet now

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Tony Reyes

Tony is a pro sports journalist who dedicates most of his free time to watching the latest matches and games on TV. When he's not participating in sports-related activities or seeing his friends, Tony enjoys outdoor activities such as hiking, cycling, and basketball. In addition to being a sports expert, Tony has extensive knowledge of finances and accou...

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