Top five men's singles players with most Grand Slam matches

Tennis is a sport that features four prestigious championships annually, known as Grand Slams: the Australian Open, the French Open, Wimbledon, and the US Open. A player's career success is ultimately measured by the number of Grand Slam titles they have secured. Winning the Slam is equivalent to winning the World Cup in cricket or football, a once-in-a-lifetime achievement.

Many tennis players who have been on the ATP circuit for decades have been unable to get their hands on silverware, primarily due to the Big Three. Over the past twenty years, Novak Djokovic, Rafael Nadal, and Roger Federer have collectively claimed 66 Grand Slam titles.

In the second round of the 2025 Australian Open, the Serbian achieved victory against Portugal's Jaime Faria, thereby surpassing Roger Federer's record of 429 matches to become the player with the most Grand Slam matches played. At 37 years old and a 24-time Grand Slam champion, the Serbian legend's remarkable performances can be attributed to his exceptional fitness and enduring career.

In this article, let’s take a look at the top five players who have played the highest number of Grand Slam matches.

5. Andre Agassi – 279 matches

Andre Agassi won 224 Grand Slam matches out of 279 matches played, which symbolizes his evolution from a dashing youngster to a seasoned champion. Known for his powerful groundstrokes and charitable efforts beyond the tennis arena, Agassi's collection of eight Grand Slam titles underscores his lasting impact on the sport.

One of America’s all-time greats, Agassi lost just five matches in 53 outings in Melbourne and finished his impressive career with 4 Australian Open, 2 US Open titles and 1 title each at Wimbledon and the French Open.

4. Jimmy Connors – 282 matches

An exemplar of determination, Jimmy Connors' 233 victories in Grand Slam matches exemplify his resilient playing style. His extraordinary career longevity and assertive baseline tactics culminated in eight Grand Slam titles, securing his legacy in the annals of tennis. Before the emergence of the Big Three, Jimmy Connors held an impressive Grand Slam match wins tally that some thought was unbeatable.

The indomitable Connors secured eight singles titles, which comprised five US Open victories (1974, 1976, 1978, 1982, 1983), two Wimbledon Gentlemen's Singles Championships (1974, 1982), and one Australian Open title (1974).

3. Rafael Nadal – 358 matches

Rafael Nadal will always be recognised as a player who never gave up. With 22 Grand Slam titles to his name, the Spaniard ranks as the second most successful male player in Grand Slam history. Known as the "King of Clay," he holds an impressive record of 14 victories at the Roland Garros.

During his peak, beating the Spaniard on clay was arguably the toughest task in the sport. The Spaniard consistently overcame even the iconic Roger Federer, who was unable to secure a victory against Nadal at the French Open, while Djokovic managed to accomplish the task twice, but these wins came during the fag end of Nadal’s career.

2. Roger Federer – 429 matches

Arguably the most loved and respected tennis player, reputed for his aesthetic gameplay, the Swiss maestro redefined tennis. With a remarkable tally of 20 Grand Slam titles and the record of holding the most Wimbledon titles, Roger Federer still attracts the same level of attention and admiration as he did throughout his competitive career, even after retirement.

Roger Federer reached 31 Grand Slam finals throughout his illustrious career, which extended over two decades. His legendary matches against Novak Djokovic, Rafael Nadal, and Andy Murray captivated numerous fans worldwide, fostering a deep appreciation for the sport.

1. Novak Djokovic – 430 matches

The most successful man with the highest number of Grand Slam titles (24), along with the most at the Australian Open (10), Novak Djokovic has already ‘completed tennis’. While he strives to surpass Margaret Court and secure his 25th Grand Slam title, in addition to achieving his 100th career title, Djokovic surpassed Roger Federer to become the player with the most Grand Slam match victories during the 2025 Australian Open.

The Serbian is the only active player on this list. His enduring presence and physical condition are praiseworthy. Additionally, at the age of 36, he is poised to conclude his career with a positive head-to-head record against the Big Three, holding an advantage of 31-29 over Nadal and 27-23 over Federer.

Cover Credits - Tennis.com