Top 5 Active Men's Singles Tennis players with the Most Grand Slam Titles

For decades, tennis has seen its fair share of legends, with several players winning multiple Grand Slam titles before the 2000s. But no era has been more dominant than the one led by the iconic "Big Three" — Roger Federer, Rafael Nadal, and Novak Djokovic. Between them, they’ve captured an astonishing 66 Grand Slam titles, redefining greatness in men’s tennis.

Now, with Federer retired and Nadal nearing the end of his career, the sport is entering a new chapter. The spotlight is shifting to a younger generation of players hungry to make their mark on tennis history. In this article, we’ll take a look at the top five active men’s singles players with the most Grand Slam titles — the ones leading the charge in this exciting new era.

5. Daniil Medvedev, Marin Cilic: 1

Marin Čilić is often underrated by tennis fans, despite having had a strong Grand Slam career. The Croatian won the 2014 US Open, defeating Kei Nishikori in straight sets. In total, Čilić has reached three Grand Slam finals, but lost his next two—both to Roger Federer—at Wimbledon in 2017 and the Australian Open in 2018.

On the other hand, Daniil Medvedev, a former World No. 1, has reached six Grand Slam finals but has managed to win only one. Known for his strong performance on hard courts, Medvedev’s sole Major title came at the 2021 US Open, where he defeated Novak Djokovic in straight sets.

Despite his consistent presence in the latter stages of Slams, Medvedev has come up short in five finals—losing twice each to Djokovic and Rafael Nadal, and once to Jannik Sinner.

4. Stan Wawrinka: 3

Stan Wawrinka, one of the few players to break through during the dominance of the Big Three, is now in the twilight of his career at age 40. He made his Grand Slam breakthrough at the 2014 Australian Open, where he stunned Rafael Nadal in the final to win his first Major title. 

Wawrinka followed that up with a spectacular win over a peak Novak Djokovic in the 2015 French Open final, and then claimed his third Grand Slam crown at the 2016 US Open, once again defeating Djokovic—this time in four sets. At the height of his career, Wawrinka reached a career-high ranking of World No. 3 in January 2014.

3. Jannik Sinner: 4

Jannik Sinner, the current ATP World No. 2, has firmly established himself as one of the most dominant forces on the tennis tour. Over the last seven Grand Slams, he’s captured four titles and consistently delivered top-level performances.

His breakthrough came at the 2024 Australian Open, where he pulled off a remarkable comeback to defeat Daniil Medvedev in the final. Later that year, he clinched the US Open title with an impressive win over American favorite Taylor Fritz.

Sinner carried that momentum into 2025, successfully defending his crown in Melbourne. But his most statement-making victory came at Wimbledon, where he dethroned two-time defending champion and rival Carlos Alcaraz to lift his fourth Grand Slam trophy.

However, the rivalry with Alcaraz continued to heat up. In a high-stakes rematch at the 2025 US Open final, Sinner fell short, losing both the title and the World No. 1 ranking to the Spaniard.

2. Carlos Alcaraz: 6

Carlos Alcaraz has reached seven Grand Slam finals in his career so far—and won six of them, falling short only once. At the 2025 US Open, the Spaniard captured his sixth Major title, defeating his rival Jannik Sinner once again to reclaim the World No. 1 ranking.

Alcaraz made his first Grand Slam final appearance at the 2022 US Open, where he beat Norway’s Casper Ruud to win his maiden Major. The following year, he triumphed at Wimbledon 2023, overcoming Novak Djokovic in a thrilling final.

In 2024, Alcaraz achieved the rare Channel Slam—winning both the French Open and Wimbledon in the same year. He successfully defended his Wimbledon title and added a Roland Garros crown to his growing collection. He then stunned four-time Grand Slam champion Jannik Sinner in a five-set classic at the 2025 French Open to win his fifth Major.

The only Grand Slam final Alcaraz has lost came at Wimbledon 2025, where Sinner got his revenge and denied the Spaniard a third straight title at SW19.

1. Novak Djokovic: 24

Serbian tennis legend Novak Djokovic has cemented his place in history with 24 Grand Slam singles titles — the most ever in men’s tennis. Still going strong on the ATP Tour at 38, Djokovic continues to compete at the highest level.

His most recent Grand Slam victory came in 2023, when he defeated Russia’s Daniil Medvedev at the US Open in Flushing Meadows. Since then, he has reached just one Grand Slam final — at Wimbledon in 2024 — where he fell to Carlos Alcaraz in straight sets in under three hours.

Despite the setback, Djokovic achieved another major milestone: he became only the third male player to win 100 ATP titles, joining the elite company of Roger Federer (103) and Jimmy Connors (109).

Cover Credits - Olympics.com