Tennis
Tennis
Guide

Greatest Rivalries in Tennis History: A look-back on the most compelling rivalries in the sport

Tennis during the Open era has captivated the attention of fans, and the game has soared to new heights. To a certain extent, the pull of tennis has been influenced by the rivalries that have defined generations of both old and new. The rivalries that have come have usually split fans and placed them into differing camps. Sometimes, things can get out of hand, and hostile comments can flare up on social media. But which are the greatest rivalries in tennis history? Sportsboom has done the groundwork and selected 4 of the best tennis rivalries for you to reminisce over. We have touched on memorable matches and provided tables to illustrate the significance of each rivalry.

Charles Perrin
Charles Perrin

Last Updated: 2025-03-07

Chad Nagel

6 minutes read

Novak Djokovic and Rafael Nadal

Novak Djokovic and Rafael Nadal//Getty Images

Novak Djokovic vs Rafael Nadal

We think this seems like an obvious starting point. One of the most storied rivalries in men’s tennis history, Novak Djokovic and Rafael Nadal are two of the finest champions and athletes of their generation.

This fearsome duo contested 60 matches on the ATP Tour, and many of them were gladiatorial slug-fests. Remember the Australian Open final in 2012? That was the longest match in the Grand Slam tournament’s history, spanning over five hours, well five hours and 53 minutes to be precise.

Both excelled across surfaces with Nadal the undisputed clay king (14 French Open titles) and countless other Masters wins on the red dirt. Djokovic, in the meantime, shone on hard, and he’s still chasing an unprecedented 25 Grand Slam titles which would take him clear on his own ahead of Margaret Court.

Djokovic is also one of the highest-paid tennis players, and his 2024 earnings took him to $37.4 million, with Carlos Alcaraz top of the pile.

Novak Djokovic vs Rafael Nadal

RivalryWhen Turned ProHead-to-HeadCareer titles (singles)Career prize money
Novak Djokovic vs Rafael Nadal

Djokovic – 2003

 

Nadal – 2001

31-29 in Djokovic’s favour

Djokovic – 99

 

Nadal – 92

Djokovic - $186.2 million

 

Nadal - $134.9 million

Sportsboom Event Table Logo

Rafael Nadal vs Roger Federer

Rafael Nadal and Roger Federer are two of the game’s most loved players. Fiercest of competitors on the court, they were good friends off it. They have also contested a few exhibition matches together, and at the Rod Laver Cup in 2022, there was that memorable shot of Federer crying on camera after his retirement was confirmed shortly before the team tournament between Europe and the Rest of the World at London’s 02 Arena.

These two contested 40 matches over their long and distinguished careers. Federer dominated the exchanges in the early years as Nadal was finding on his feet on the Tour.

Perhaps one of our most cherished memories of this rivalry was the 2008 Wimbledon final. Due to rain delays, this match lasted seven hours, but it was an epic. It proved to be the last of three successive Wimbledon finals between two players, and Nadal dethroned Federer after the Swiss maestro won five on the trot from 2003-2007. It was also sweet revenge for the Spaniard, who lost in the final in 2006 and 2007.

Federer has enjoyed travelling the world following his retirement in 2022, and he has business interests too. Nadal, meanwhile, only walked away from the game at the end of 2024, so it will be fascinating to see what he does.

Rafael Nadal vs Roger Federer

RivalryWhen Turned ProHead-to-HeadCareer titles (singles)Career prize money
Rafael Nadal vs Roger Federer

Federer – 1998

 

Nadal - 2001

24-16 in Nadal’s favour

Federer – 103

 

Nadal - 92

Federer - $130.5 million 

 

Nadal - $134.9 million

Sportsboom Event Table Logo

John McEnroe vs Bjorn Borg

The late 1970s and early 1980s were characterised by one of the most compelling rivalries involving John McEnroe and Bjorn Borg.

They were polar opposites; McEnroe was the hot-headed and volatile American, while Borg was the ice-cold Swede who always seemed to have things under control. Although they only played 14 matches, they usually came up against each other in semi-finals or the final.

McEnroe won the last three finals they faced in a row including the 1981 Wimbledon and US Open finals. The sudden retirement of Borg at the age of 26 in 1983 will have left many fans reeling, but Borg himself didn’t seem to mind too much when he packed it in.

John McEnroe vs Bjorn Borg

RivalryWhen Turned ProHead-to-HeadCareer titles (singles)Career prize money
John McEnroe vs Bjorn Borg

McEnroe – 1978

 

Borg - 1973

7 wins apiece from 14 clashes

McEnroe – 77

 

Borg - 66

McEnroe - $12.5 million

 

Borg - $3.6 million

Sportsboom Event Table Logo

Chris Evert vs Martina Navratilova

These two featured in a BBC tennis documentary called “Gods of Tennis”, and that seems appropriate.

Navratilova shaded the rivalry 43-37, and the left-hander was formidable on hard and grass, while Evert dominated on clay 11-3. Indeed, this rivalry spanned two decades (1970s and 1980s), so it had longevity.

They faced each other in 14 Grand Slam finals with seven of them coming at Wimbledon. Both wound up with over 300 career singles titles between them, but Navratilova was also a force of nature in doubles. During her career, she won a total of 59 Grand Slam titles (18 singles and 41 doubles) reflecting her enormous impact on the sport.

Chris Evert vs Martina Navratilova

RivalryWhen Turned ProHead-to-HeadCareer titles (singles)Career prize money
Chris Evert vs Martina Navratilova

Evert – 1972

 

Navratilova - 1975

43-37 in Navratilova’s favour

Evert – 154

 

Navratilova - 167

Evert - $8.8 million

 

Navratilova - $21.6 million

Sportsboom Event Table Logo

FAQs

How many Grand Slam titles has Novak Djokovic won?

Novak Djokovic has so far won 24 Grand Slam titles, holding the record with Margaret Court. The Serbian is the most successful men’s tennis player of all time.

Which was the greatest tennis rivalry?

This might be subjective as it depends on who you ask! However, for sheer entertainment, Rafael Nadal vs Novak Djokovic is the greatest tennis rivalry, and that is down to the quality of matches witnessed over the years.

How did we pick the greatest tennis rivalries?

We considered many factors, including the longevity of the rivalry, matches these rivals were involved, and career titles won. This methodology helped us arrive at a natural conclusion.

Conclusion

The tennis rivalries that we have covered in this guide were incredible in their own right. They attracted huge followings and put tennis on the map, in terms of drawing in fans from all over the world.

These rivalries have set the foundations, but with new rivalries emerging in the men’s and women’s games, it will be fascinating to see what happens in the years ahead.

References

  1. 1

    Australian Open Final 2012 - A look back on the longest final in the tournament’s history: https://ausopen.com/history/memorable-moments/2012-great-tennis-match-all-time  Accessed March 5. 2025

  2. 2

    Wimbledon Final 2008 – Recapping one of the greatest finals at Wimbledon: https://www.bbc.co.uk/sport/tennis/44517976  Accessed March 5. 2025

  3. 3

    Bjorn Borg interview – A rare interview with the New York Times given by the Swedish legend: https://www.nytimes.com/athletic/5773226/2024/09/17/bjorn-borg-interview-laver-cup/  Accessed March 5. 2025

  4. 4

    BBC tennis documentary “Gods of Tennis” – This featured tennis greats Chris Evert and Martina Navratilova: https://www.bbc.co.uk/programmes/p0fd5tj1  Accessed March 5. 2025

Charles Perrin
Charles PerrinSports Writer

Charles Perrin is a highly experienced sports betting content writer with over six years of working with some of the leading sportsbooks in the UK, including bet365 and William Hill.