Novak

NEW YORK — Novak Djokovic grinded through physical and internal ailments, made one mistake after another and could not find what it took to beat a feisty, younger opponent who was not intimidated under the lights against tennis’ most decorated player.

The 39-year-old is out of the U.S. Open after a first-round defeat to Mariano Navone on Sunday night, losing 7-6 (5), 5-7, 4-6, 6-2, 6-1 in a five-set marathon that lasted 4 hours and 36 minutes. It was the longest opening match of a Grand Slam in Djokovic’s career and became his earliest exit in one in two decades, dating to the 2006 Australian Open. He had never lost in the first round at the U.S. Open.

With this defeat, 21 years to the day of his U.S. Open debut, the question now lingers as to whether this was Djokovic’s final match at this or any Grand Slam.

Djokovic made 70 unforced errors in a painful performance that ended mere minutes before midnight.

The record holder with 24 major titles threw up at least once and later appeared to be cramping when he grabbed at his left foot. Djokovic swallowed pills brought to him by a doctor and had his lower back massaged during a medical timeout between the fourth and fifth sets, and he grimaced after several shots.

Throughout his time on court, it was clear Djokovic was not himself, and the wear and tear of sickness and soreness took its toll. The No. 4 seed from Serbia cruised to early 3-0 and 4-1 leads before blowing them and losing the first set — the first time that happened to him in the first round of the U.S. Open since ’06.

With his wife, Jelena, watching from the stands with worried looks on her face, Djokovic had moments where he looked like one of the best to play the sport. His fist pump was reserved after winning the second set, and he put his hand to his ear and gestured to the crowd for applause on the way to taking the third.

But Navone — a 25-year-old from Argentina who earlier this year won his first ATP singles title — did not go away. After firing a shot wide in the fourth set, Djokovic landed awkwardly and dropped his racket.

Djokovic all but conceded the fourth set. But he was unable to muster enough for what would have been his 43rd five-set victory as Navone picked up his first.

Whyno writes for the Associated Press.

Carlos Alcaraz will start his US Open title defence against Russia’s Roman Safiullin in the first serious examination of his fitness following a long-term wrist injury.

Second seed Alcaraz, who won the men’s title in New York last year, has not played a competitive singles match for more than four months because of inflammation in his playing right wrist.

Despite his lack of action, the 23-year-old Spaniard is still considered by many as the favourite to triumph again – particularly because his great rival Jannik Sinner is not playing due to a knee injury.

The pair may have been a cut above the rest of the tour for the past two seasons, but Alcaraz coming back from a prolonged absence with such a delicate injury and beating the rest of the field – even though he is a generational talent – would be remarkable.

The seven-time major champion missed this season’s French Open and Wimbledon as a result of the issue, which did not require surgery, before making his return to court in the US Open mixed doubles alongside Serena Williams earlier this week.

Wearing a long compression sleeve on his right arm, Alcaraz did not look totally convincing in the exhibition-like event. Understandably, he appeared to be holding back on his serve and return as he eased himself back into matchplay.

There is no doubt that a Grand Slam singles bout played over five sets will be another step up physically. Safiullin, with a hefty serve and attacking groundstrokes, is not an ideal opponent to start against.

The 29-year-old Russian, who reached the Wimbledon fourth round last month before falling to Novak Djokovic, is likely to take time away from Alcaraz, test the Spaniard’s durability at the baseline and generally make him feel uncomfortable.

Predicting how Slam draws will pan out is always a fool’s errand, but if Alcaraz does get past Safiullin and goes as far as the fourth round, there are more potential opponents who appear daunting given the length of his absence.

If you analyse Alcaraz’s projected draw by the seedings, he could face rock solid American Tommy Paul or unpredictable Kazak Alexander Bublik in the last 16.

Athletic Frenchman Arthur Fils and huge-serving Ben Shelton are potential quarter-final opponents. Djokovic could lie in wait in the semi-finals.

Nobody outside of Alcaraz and his core team knows how his wrist is likely to stand up to the rigours of playing five-set matches in the heat of a Grand Slam tournament.

A challenging start at Flushing Meadows and a potentially intimidating second week will tell us.

Novak Djokovic struggled with the heat and humidity as he fell to a shock defeat by Argentina’s Thiago Tirante in the second round of the Cincinnati Open.

The 24-time Grand Slam champion dropped onto his hands and knees and took a medical timeout during the second set before eventually losing 2-6 6-4 6-4 to the South American, who is ranked 50th in the world.

Djokovic, 39, the world number five, was making his first appearance since losing to Jannik Sinner in the semi-finals at Wimbledon in July.

The Serbian had never failed to reach at least the last 32 of the tournament in Ohio since making his debut in it in 2005.

However, despite claiming the first set, Djokovic toiled badly after winning an 18-minute third game in the second set and appeared to vomit twice.

A physio and a doctor both provided on-court assistance and both players returned to the dressing rooms after the second set.

However, when play resumed Djokovic dropped serve in the ninth game of the third set and Tirante was able see out the match.

“This is the best win of my career,” said the Argentine.

“I managed the nerves of playing a legend like Novak. It was all so much pressure.”

The tournament director of the Canadian Open says changes need to be made to the “demanding schedule” of players after Jannik Sinner and Novak Djokovic pulled out of the Masters 1000 event.

Sinner, who beat Alexander Zverev to win the Wimbledon title this month, said he had withdrawn from the ATP tournament, which takes place from 2-13 August in Montreal, to prioritise his health.

Carlos Alcaraz will also be absent from the Canadian Open as he continues his recovery from a wrist injury that has kept him out since April.

“We are obviously very disappointed that Jannik and Novak won’t be joining us in Montreal this year, especially after they also withdrew from last year’s tournament in Toronto,” said the Canadian Open’s tournament director Valerie Tetreault.

“We respect their decisions and understand that, with such a demanding schedule, players’ health must remain the priority.

“That said, we believe the frequency of these last-minute withdrawals in the last few years raises a broader issue for our sport.

“Masters 1000 events are among the flagship tournaments on the tour, and fans rightfully expect to see the world’s best compete.

“We are already in discussions with the ATP to ensure this matter received serious consideration.”

The Canadian Open takes place before the Cincinnati Open, which is also a Masters 1000 event, and prior to the start of the US Open – the final Grand Slam of the year – on 30 August.

Seven of the existing nine Masters 1000 events – the sport’s highest level below the Grand Slams – are now staged over 12 days and concerns over the congested tennis calendar, which stretches across 11 months of the year for the top players, have regularly been voiced.

Britain’s Jack Draper and Emma Raducanu recently pulled out of Wimbledon on the eve of their home Grand Slam because of injury.

Draper, who withdrew with a long-term arm injury, said he felt the amount of injuries suffered by leading players is “pretty worrying”.

In September 2024, Alcaraz said: “They are going to kill us in some way.”

“We firmly believe adjustments are needed in the near future to better protect the integrity of our Masters 1000 events while remaining mindful of the realities players face,” added Tetreault.

Earlier this year, women’s world number one Aryna Sabalenka and Iga Swiatek pulled out of the Dubai Championships, a WTA 1000 event, two days before it started.

Tournament director Salah Tahlak said players who made late withdrawals from tournaments should be docked points, while Sabalenka said criticism of her was “ridiculous” and that she may not play at the tournament again.

Novak Djokovic’s pursuit for a record 25th Grand Slam title is put to an end by defending champion Jannik Sinner, whose straight-set win sets up a meeting with Alexander Zverev in the final of Wimbledon 2026.

READ MORE: Superb Sinner ends Djokovic’s latest bid for history

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Novak Djokovic beats Arthur Rinderknech in four sets to go level with Roger Federer for most men’s singles wins at SW19, as the seventh seed progresses into the fourth round.

READ MORE: Djokovic fights off Rinderknech to claim more history

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The Williams sisters, Andy Murray and Novak Djokovic are back at Wimbledon. What year is it again?

The mention of those names may make it feel like we’re stuck in a timewarp – but, no, it is 2026 and some of the sport’s greatest are returning to SW19, in one way or another.

American icon Serena Williams, 44, is making a blockbuster singles comeback after four years away from the sport and also resumes her iconic doubles pairing with sister Venus, 46.

British legend Murray is back at the scene of his greatest triumphs as part of Jack Draper’s coaching team.

Djokovic, meanwhile, is only a week younger than 39-year-old Murray yet is still chasing that elusive record 25th Grand Slam title.

“It’s very special to be here – we have quite a history here. It’s nice to be back in 2026,” said Venus Williams, who has won five singles and six doubles titles at the All England Club.

As one of the highlights of the British sporting summer, Wimbledon never goes under the radar, but the presence of the old guard will help elevate the grass-court Grand Slam in a summer stacked with sporting events.

Eyeballs are inevitably trained on the men’s football World Cup, particularly with England still in the competition, while the women’s T20 cricket World Cup and British Grand Prix are also jostling for the limelight.

The appearance of the legends – along with younger superstars like Jannik Sinner, Aryna Sabalenka and Coco Gauff, plus the high-profile return of Briton Jack Draper – will ensure Wimbledon will remain at the centre of attention.

“We’re always unbelievably excited to be part of an exciting summer of sport,” Wimbledon tournament director Jamie Baker told BBC World Service.

“Every summer there are always other big events on and I think that does add to the buzz around sport in general. We do love being part of that.”