Wimbledon semifinals: Sinner vs. Djokovic, Alcaraz vs. Fritz odds, head-to-head, and picks

The Grandstand staff weighs in on the Wimbledon semifinals, with Jannik Sinner facing Novak Djokovic and Carlos Alcaraz battling Taylor Fritz.

1) Jannik Sinner vs. (6) Novak Djokovic

Match Overview

• Serbia’s Novak Djokovic (world No. 6) vs. Italy’s Jannik Sinner (world No. 1)
• Date: 07-09-2025
• Surface: Grass
• Grand Slam: Champion gets 2000 points

Why This Match Matters
Novak Djokovic is looking for his 25th major title. Should he win Wimbledon, he would stand alone as the player with the most major wins in the Open Era, finally breaking his tie with Australia’s Margaret Court. Standing in his way is a much younger version of himself–a master ball-striker, a baseliner with some of the best high-percentage instincts in the men’s game. Jannik Sinner is who Novak Djokovic used to be. And for Sinner, a win at the All-England Club would help to exorcise the demons of three unconverted match points in the French Open final–which he ultimately lost to Carlos Alcaraz.

Key Stats

• Sinner is 5-4 lifetime against Djokovic
• Sinner is 24-3 for the year, with his only losses coming at the hands of Alcaraz (two) and Alexander Bublik (one)
• Djokovic has lost four matches in a row to Sinner, including a straight-set rout in the semis of the French Open
• Djokovic has dropped three sets to three different players this fortnight, while Sinner dropped two–but against the same player (Grigor Dimitrov)

Odds and Prediction
Betting odds: Novak Djokovic (+160), Jannik Sinner (-215)

Cheryl pick: Sinner in 5

Ricky pick: Sinner in 4

(2) Carlos Alcaraz vs. (5) Taylor Fritz

Match Overview

• Spain’s Carlos Alcaraz (world No. 2) vs. American Taylor Fritz (world No. 5)

Why This Match Matters
Taylor Fritz is looking for his first major title. He got close at the 2024 U.S. Open, where he made the final but got trounced by Sinner in straight sets. But Fritz is better on grass than he is on hard courts, and Wimbledon is currently his best chance to grab a slam. Alcaraz is the two-time defending champion–and also the two-time reigning French Open champion. Natural surfaces (slippery, in other words) are kind of his thing. Then there’s the possibility that if both Sinner and Alcaraz win on Friday, we get the benefit of the most exciting matchup in men’s tennis for a second straight major final.

Key Stats

• Alcaraz has won Wimbledon twice in a row, both titles coming over Djokovic
• Fritz is 0-2 lifetime against Alcaraz and has never won a set
• Fritz has two grass-court titles this year (Stuttgart and Eastbourne)
• Alcaraz already owns five Grand Slam titles at age 22

Odds and Prediction
Betting Odds: Carlos Alcaraz (-525), Taylor Fritz (+390)

Cheryl pick: Alcaraz in 4

Ricky pick: Alcaraz in 4