Novak Djokovic has had a painful but productive 2026 Grand Slam season so far. He fell to Carlos Alcaraz in four sets at the Australian Open final, then suffered a Wimbledon semifinal exit against Jannik Sinner. With the US Open approaching, the Serbian legend has one final shot this season at that elusive 25th major crown, and the stakes extend well beyond the trophy itself.
If Djokovic lifts the title at Flushing Meadows, he would become the oldest male player in history to win the US Open, surpassing William Larned, who claimed the championship at 38 years and 11 months back in 1911. That record has stood for over a century, and Djokovic would shatter it.
But even without a title run, Djokovic can rewrite the history books in New York. He currently stands at 110 total matches played at the US Open, placing him second on the all-time list behind Jimmy Connors, who holds the record with 115. A run to the semifinals, which would require six matches, would hand Djokovic sole possession of that landmark.
On the wins side, Djokovic has accumulated 95 victories at the tournament, again trailing only Connors, who sits at 98. Reaching the fourth round, something he has managed in nine of his last 10 US Open appearances, would be enough to overtake Connors and claim outright the record for most singles wins in US Open history.
With a remarkable 88 percent winning rate at the event across four titles and six additional final appearances, the conditions are in place for Djokovic to deliver something truly memorable. TennisDraw users are already making him one of the more fascinating bracket picks heading into the draw.
