Tennis legends who have won 100+ men’s singles titles

Winning 100 or more singles titles in men’s tennis is an incredible achievement — one that only a handful of players have ever managed. Since the start of the Open Era, the sport has gone through major transformations. In the early days, legends like Ken Rosewall and Rod Laver set the standard, dominating courts around the world.

As tennis evolved, so did its structure — with new rules, a more organized calendar, and a growing number of prestigious tournaments. Despite all these changes, only a few players have managed to remain at the top year after year.

With that in mind, let’s take a look at the elite group of men who have captured 100 or more singles titles in their remarkable careers.

3. Novak Djokovic

After defeating Lorenzo Musetti in the Hellenic Championship final, Novak Djokovic extended his incredible career record to 101 titles. The victory marked his second trophy of the 2025 season, following his triumph at the Geneva Open — the event where he became just the third player in tennis history to reach 100 men’s singles titles.

Despite facing mounting challenges from the sport’s new generation, Djokovic continues to prove why he’s one of the greatest players of all time. The past couple of years haven’t been easy for the Serbian star. In 2024, he lost to Jannik Sinner in the Australian Open semi-finals, withdrew from the French Open, suffered a one-sided defeat to Carlos Alcaraz at Wimbledon, and exited early in the third round of the US Open.

Yet, that same year, Djokovic achieved one of the most meaningful milestones of his career — winning the men’s singles gold medal at the Paris 2024 Olympics, fulfilling a lifelong dream nearly two decades in the making.

The 2025 season has brought more consistency than dominance. While he hasn’t captured a Grand Slam title, Djokovic has reached the semi-finals of every major tournament so far, continuing to break records and defy the limits of age and competition.

Looking back, Djokovic’s most dominant season remains 2011, when he captured an astonishing 11 titles. 

His career achievements now stand as follows:

• Grand Slam titles: 24
• ATP Finals: 7
• ATP Masters 1000: 40
• ATP 500: 15
• ATP 250: 14
• Olympic gold medals: 1

At 38, Djokovic’s hunger for success remains undiminished — and with 101 titles to his name, he shows no signs of slowing down.

2. Roger Federer

Novak Djokovic could be eyeing Roger Federer’s record of 103 career titles after his recent triumph at the Geneva Open. Federer, the former Swiss tennis star, finished his career with 20 Grand Slam singles titles and was especially dominant at Wimbledon, where he won eight times. Since 2023, Djokovic has been aiming to match that Wimbledon record — but two-time champion Carlos Alcaraz has emerged as a major obstacle on the grass courts.

While Federer reigned supreme on grass and hard courts, he often struggled on clay — particularly against Rafael Nadal. The Spanish legend, known as the “King of Clay,” has captured an incredible 63 titles on the surface, including a record 14 French Open crowns. Nadal also boasts a perfect 6–0 head-to-head record against Federer at Roland Garros, with four of those victories coming in finals.

Here’s Nadal’s career title breakdown:

• Grand Slams: 20
• ATP Finals: 6
• ATP Masters 1000: 28
• ATP 500: 24
• ATP 250: 25
• Olympics: 0

1. Jimmy Connors

Jimmy Connors was the first man in tennis history to win 100 titles on the ATP Tour. The structure of the tour was quite different in his era — tournaments weren’t as clearly graded as they are today — but his greatness on the court remains undeniable.

In 1974, Connors had one of the most dominant seasons ever, winning three of the four Grand Slam titles: the Australian Open, Wimbledon, and the US Open. That same year, he famously sued the Association of Tennis Professionals (ATP), claiming they had unfairly barred him from competing in the French Open.

Throughout his career, Connors proved himself on every surface, but he was especially dominant indoors — winning 33 titles on carpet courts, two more than his 31 titles on outdoor hard courts.

Here’s a breakdown of his career titles:

• Grand Slam titles: 8
• Year-End Championships (Grand Prix): 6
• Year-End Championships (WCT): 2
• Other Grand Prix / WCT titles: 24

Cover Credits - ATP Tour