The 38-year-old overcame a first-set loss to take a 6-7, 6-2, 7-5, 6-4 victory over Italian Flavio Cobolli to advance to the semifinals for the 14th time at the All England Lawn Tennis & Croquet Club. Djokovic has now reached the final four at Wimbledon more than any other men's tennis player, surpassing Roger Federer on Wednesday.

He passed Roger Federer, who has made the final four of Wimbledon 13 times. Jimmy Connors has 11 appearances followed by Boris Becker with 9. It's another key record that adds to Djokovic's case as the best player to ever grace Wimbledon Centre Court.

Novak Djokovic's pursuit of yet more career milestones continued unabated as he reached a record 14th Wimbledon semi-final and a showdown with world number one Jannik Sinner on Wednesday. The 38-year-old Serb recovered from a set down to beat Flavio Cobolli 6-7(6) 6-2 7-5 6-4 and is now only two victories away from an unprecedented 25th Grand Slam title.

No. 6 Novak Djokovic plays against No. 22 Flavio Cobolli in the Wimbledon quarterfinals today. Fans can watch this match for free online.

A regular at tennis tournaments, Jelena Djokovic opted for summertime knits with her attire. On Monday, Djokovic styled a blue and white cable-knit vest courtesy of contemporary British fashion brand Varley. She wore the garment overtop a long-sleeve white shirt. Djokovic coordinated the vest with a pair of gray-blue cargo pants.

Novak Djokovic is still in the hunt for his 25th career Major title when he takes on No. 22 seed Italian Flavio Cobolli for a spot in the semifinals.

Djokovic, who is looking for a record-equaling eighth Wimbledon title and a record-breaking 25th Grand Slam title, battled and then surged past the Italian No. 22 seed Cobolli 6-7 (6), 6-2, 7-5, 6-4 to set up Friday’s date with Sinner.

Tennis star Novak Djokovic gave fans a rare glimpse of his softer side this week at Wimbledon, courtesy of a sweet family celebration with his adorable children. The tennis ace, 38, scored his 100th Wimbledon singles victory this weekend—but it was his children who stole the show.

SportsLine tennis expert Jose Onorato reveals his 2025 Wimbledon picks for Wednesday's men's singles quarterfinal between Novak Djokovic and Flavio Cobolli

Novak Djokovic shared a private conversation with Queen Camilla before his Wimbledon quarter-final win over Flavio Cobolli.