Ranking the 20 Coolest Tennis Players of All Time

Cool in tennis doesn’t just mean winning titles—it’s about aura, swagger, and the ability to make the crowd fall in love with more than just your backhand. Whether it’s how they walk onto the court, what they wear, how they speak in interviews, or the way they carry themselves under pressure, these players had something extra that made them unforgettable.

This list isn’t about stats or slam counts. It’s about style, presence, and pure vibe. From ice-cold legends to fiery personalities, here are the 20 coolest tennis players to ever step onto the court.

20. Frances Tiafoe

Jun 3, 2025; Paris, FR; Frances Tiafoe of the United States returns a shot during his match against Lorenzo Musetti of Italy on day 10 at Roland Garros Stadium. Mandatory Credit: Susan Mullane-Imagn Images
Susan Mullane-Imagn Images

Tiafoe brings big energy, big personality, and even bigger fits to every match. With his magnetic presence and love for the moment, he’s one of the most likable players in the game today.

19. Monica Seles

Monica Seles follows through on a forehand at the 2000 Lipton Tennis Championships at Crandon Park.
RVR Photos / Imagn Images

Monica Seles redefined power tennis with her double-fisted fury on both wings. Her comeback story after tragedy only added to her mystique and inner strength.

18. Boris Becker

Jul 21, 2008; Toronto, ON, Canada; Boris Becker (GER) celebrates a point against Daniel Nestor (CAN) (not pictured) during their exhibition match during the Rogers Cup at the Rexall Centre in Toronto, ON. Mandatory Credit: Tom Szczerbowski-Imagn Images
Tom Szczerbowski-Imagn Images

Winning Wimbledon as a teenager with fearless dives and bold shot-making was just the start. Off the court, Becker lived a life full of flair, headlines, and undeniable charisma.

17. Ilie Năstase

Ilie Năstase
Wikimedia Commons

Before McEnroe or Kyrgios, there was Năstase—the sport’s original provocateur. He brought wild energy, unpredictable antics, and a whole lot of personality to the court.

16. Chris Evert

Jun8, 2024; Paris, France; Chris Evert enters the court for the trophy presentation on day 14 of Roland Garros at Stade Roland Garros. Mandatory Credit: Susan Mullane-USA TODAY Sports
Susan Mullane-USA TODAY Sports

Nicknamed the “Ice Maiden,” Evert had nerves of steel and a game to match. Her cool composure and elegant style became a defining image of 70s and 80s tennis.

15. Billie Jean King

Billie Jean King
Wikipedia

She wasn’t just cool—she was revolutionary. King made history on and off the court, and she did it all with confidence and flair.

14. Lleyton Hewitt

Sep 3, 2015; New York, NY, USA; Lleyton Hewitt of Australia his a forehand against Bernard Tomic of Australia (not pictured) on day four of the 2015 U.S. Open tennis tournament at USTA Billie Jean King National Tennis Center. Tomic won 6-3, 6-2, 3-6, 5-7, 7-5. Mandatory Credit: Geoff Burke-Imagn Images
Geoff Burke-Imagn Images

Hewitt’s scrappy, “come at me” attitude was straight-up contagious. His backwards cap, endless hustle, and trademark “C’mon!” made him a fan favorite with an edge.

13. Yannick Noah

Jun 11, 2023; Paris,France; Yannick Noah at the trophy presentation on day 15 at Stade Roland-Garros. Mandatory Credit: Susan Mullane-Imagn Images
Susan Mullane-Imagn Images

A Wimbledon champ with dreads, bright outfits, and a post-tennis music career? Noah was the epitome of laid-back charm and magnetic presence.

12. Martina Navratilova

Martina Navratilova returns a shot during the 1980 Wimbledon Championships at the All England Lawn Tennis Club.
Offside Sports / Imagn Images

Navratilova redefined women’s tennis with her athleticism and aggression. Off the court, her bold personality and activism made her a trailblazing icon.

11. Gael Monfils

Gael Monfils
Geoff Burke / Imagn Images

No one makes tennis look more like performance art than Monfils. With insane athleticism and a natural flair for drama, he’s a walking highlight reel.

10. Steffi Graf

Nov. 15, 2010; Washington, D.C, USA; Steffi Graf at the WTT Smash Hits at American University. Mandatory Credit: Susan Mullane-Imagn Images
Susan Mullane-Imagn Images

Cool in a minimalist, dominant kind of way, Graf let her racquet do the talking. Winning the Golden Slam with humble confidence cemented her icon status.

9. Venus Williams

Jul 24, 2025; Washington, D.C., USA; Venus Williams (USA) hits a forehand against Magdalena Frech (POL)(not pictured) in a women's singles match on day four of the Mubadala Citi DC Open at Rock Creek Park Tennis Center. Mandatory Credit: Geoff Burke-Imagn Images
Geoff Burke-Imagn Images

Venus has always exuded strength and style. Her impact on fashion, business, and the game itself is second only to the cool confidence she carries everywhere.

8. Arthur Ashe

Arthur Ashe
Wikimedia Commons

Ashe was elegance personified—dignified, thoughtful, and ahead of his time. His legacy of activism and grace makes him one of the sport’s most powerful figures.

7. Nick Kyrgios

Nick Kyrgios
Geoff Burke / Imagn Images

Love him or hate him, you’re watching when Kyrgios plays. He’s unpredictable, brutally honest, and totally unfiltered—a true tennis wild card with undeniable cool.

6. John McEnroe

Aug 11, 2013; Toronto,ON, Canada; John McEnroe (USA) goes to serve to Jim Courier (USA) (not pictured) during the Legends exhibition game at the Rexall Centre. Mandatory Credit: John E. Sokolowski-Imagn Images
John E. Sokolowski-Imagn Images

Nobody did tantrums with more panache than McEnroe. His legendary outbursts, retro headbands, and genius-level game made him the sport’s most entertaining villain.

5. Björn Borg

Sep 23, 2022; London, United Kingdom; Bjorn Borg, captain of Team Europe arrives on court for the opening of the Laver Cup tennis event. Mandatory Credit: Peter van den Berg-Imagn Images
Peter van den Berg-Imagn Images

Borg was tennis’s original rock star. With his long hair, icy focus, and cool silence, he felt more like a ‘70s icon than just an athlete.

4. Andre Agassi

Unknown date, 1994; New York City, New York, USA: FILE PHOTO; Andre Agassi (USA) hits a forehand groundstroke during the 1994 US Open at the USTA National Tennis Center. Mandatory Credit: Lou Capozzola-USA TODAY Network
Lou Capozzola-USA TODAY Network

From mullets and denim shorts to a total career reinvention, Agassi was the king of transformation. His rebellious flair and emotional vulnerability made him unforgettable.

3. Rafael Nadal

Jul 31, 2024; Paris, France; Rafael Nadal (Spain) during the Paris 2024 Olympic Summer Games at Stade Roland Garros. Mandatory Credit: Kirby Lee-Imagn Images
Kirby Lee-Imagn Images

Nadal brought raw intensity and sleeveless swagger to the modern era. His rituals, passion, and iconic headbands make him one of the most distinct figures in tennis history.

Read more: The 15 Most Ruthlessly Competitive Tennis Stars of All Time

2. Serena Williams

Serena Williams
Cara Owsley / USA TODAY NETWORK

Serena changed everything—on the court with her power, and off it with her voice, fashion, and unapologetic authenticity. She’s been the moment for over two decades.

Read more: Ranking the Top 7 Legends to Set Foot on the Tennis Court

1. Roger Federer

Sep 3, 2019; Flushing, NY, USA; Roger Federer of Switzerland hits to Grigor Dimitrov of Bulgaria in a quarterfinal match on day nine of the 2019 US Open tennis tournament at USTA Billie Jean King National Tennis Center. Mandatory Credit: Danielle Parhizkaran-Imagn Images
Danielle Parhizkaran-Imagn Images

The definition of effortless cool. From his smooth strokes to his tailored fits, Federer combined class, calm, and charisma like no one else in the sport’s history.

Read more: Ranking the 12 Most Arrogant Tennis Stars Ever

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