1. Roger Federer
   Bobby Riggs
2. Bill Tilden
   Novak Djokovic

It's crazy to think that Roger Federer is still the best tennis player in the world after playing for more than 16 years, but he is, and he holds the record for most Grand Slam titles by a male player with 20 of them. He won eight Wimbledon championships and only one French Open.

1. Pete Sampras
   Andy Murray
2. Andre Agassi
   Rafael Nadal

Agassi was one of the best ever to play the game but was also one of the game's true international superstars. As far as technical skills go, he was one of the best at returning any serve he saw, and as far as celebrity status goes, he's one of the world's most famous tennis players.

1. Suzanne Lenglen
   Monica Seles
2. Billie Jean King
   Martina Hingis

Billie Jean King was 29-years-old when she beat a 55-year-old Bobby Riggs in front of 90 million viewers. Riggs had crushed female superstar Margaret Court just months prior, so King's victory against Riggs was monumental.

1. Arthur Ashe
   Andre Agassi
2. Pete Sampras
   Andy Roddick

No American man has more Grand Slam titles than the 14 titles Pete Sampras has. He was never able to win the French Open, and the closest he got was the semi-finals in 1996. His showdowns with Andre Agassi were appointment television in the 1990s.

1. Venus Williams
   Cori Gauff
2. Serena Williams
   Sloane Stephens

Venus is one of the best women players the game of tennis has ever seen with seven Grand Slam titles, but she will never catch up to her younger sister, Serena, who has a whopping 23 titles and counting.

1. Rod Laver
   Bill Tilden
2. Bobby Riggs
   John McEnroe

To say Rod Laver dominated the 1960s is an understatement. He won 11 Grand Slam titles during the decade, and he completed the single-season Grand Slam twice: once in 1962 and once in 1969. He is the only player, man or woman, to have accomplished the feat twice.

1. Pam Shriver
   Chris Evert
2. Steffi Graf
   Monica Seles

Steffi Graff is by far the most successful German tennis player, man or woman, and is one of the greatest across both sexes to ever play the game. There are only two players in the game's history to have won more Grand Slams than she.

1. Ivan Lendl
   Bjorn Borg
2. Stefan Edberg
   Roy Emerson

Bjorn Borg never won the Australian or U.S. Open, but he won 11 Grand Slam titles: six French Open victories and five Wimbledon victories. He became the first male player of the modern era to win more than 10 Grand Slams.

1. Chris Evert
   Martina Navratilova
2. Steffi Graf
   Maria Sharapova

American women have been much more successful than American men in the international tennis circuit, and Chris Evert is one of four American women to win 18 or more Grand Slams. She was ranked No.1 several years in a row in the late 1970s.

1. Ivan Lendl
   Roy Emerson
2. Jimmy Connors
   John McEnroe

John McEnroe holds seven Grand Slam titles, but the native New Yorker is best remembered for his mid-match outbursts and attacks against the referees. He turned pro in 1978 and his best season was 1984 when he won two Grand Slams and appeared in the French Open finals.

1. Andre Agassi
   Jimmy Connors
2. Pete Sampras
   Michael Chang

Jimmy Connors faced off with John McEnroe 34 times over 14 years, and it can be said McEnroe emerged the victor. McEnroe won 20 times and Connors won 14 times. Connors won three Grand Slam titles against McEnroe. McEnroe won six Grand Slam titles against Connors.

1. Monica Seles
   Martina Hingis
2. Billie Jean King
   Venus Williams

Monica Seles is the youngest player ever to win the French Open when she won at 16 years old, and of her nine Grand Slam titles, she won eight of them before turning 20. She took two years off from tennis after the stabbing incident and was never the same when she returned.

1. Rafael Nadal
   Pete Sampras
2. Jimmy Connors
   Ivan Lendl

From 1984 to 1990 Ivan Lendl won eight Grand Slam titles when Stefan Edberg and Boris Becker where at the top of their games. Lendl's dependence on his forehand with a lot of topspin led to the "Lendl style" of tennis that many modern players use.

1. Martina Navratilova
   Monica Seles
2. Maria Sharapova
   Suzanne Lenglen

Martina Navratilova has 18 Grand Slam titles and has the most Wimbledon titles with nine. She is one of only three players who have won the title for women's singles, women's doubles and mixed doubles at all four Grand Slam tournaments.

1. Jim Courier
   Bill Tilden
2. Roy Emerson
   Don Budge

Bill Tilden played tennis way back in the 1920s, and in 1920 he became the first American to win the Wimbledon title. Before 1968 (the start of the Open Era) professionals couldn't play in the Grand Slams, so Tilden won Wimbledon as an amateur.

1. Boris Becker
   Bjorn Borg
2. Mats Wilander
   John Newcombe

Becker burst onto the tennis scene and became the first unseeded player, the first German player and the youngest man to win the Wimbledon title in 1985 when he was just 17 years old. He went on to win five more Grand Slams and is Germany's best male player.

1. Margaret Court
   Maureen Connolly
2. Justine Henin
   Suzanne Lenglen

Justine Henin has seven Grand Slam titles in total, and she won the French Open four times, three of them being consecutive. She never won Wimbledon, but she helped put Belgium on the map in the tennis world.

1. Arthur Ashe
   Fred Perry
2. Michael Chang
   Don Budge

The only other black man to win a Grand Slam is Frenchman Yannick Noah when he won the French Open in 1983. Ashe contracted HIV after heart surgery and was posthumously awarded the Presidential Medal of Freedom in 1993. Center court at the U.S. Open is called Arthur Ashe Stadium, which is the world's largest tennis stadium.

1. Martina Hingis
   Suzanne Lenglen
2. Maria Bueno
   Margaret Court

Martina Hingis was less than two weeks younger than Monica Seles when she won her first Grand Slam, making her the youngest player, male or female, to ever do it. She went on to win five Grand Slams in all but never won the French Open.

1. Novak Djokovic
   Rafael Nadal
2. Roger Federer
   Andy Murray

Today's "Big Three" tennis stars are Federer, Nadal and Djokovic. Federer has 20 Slams, Nadal has 18 and Djokovic has 15, but he's also the youngest of the three and on pace to win more than them all. He is also the first and only man to win all the Masters 1000 tournaments, which weren't created until 1990. Nadal has the most Masters 1000 victories with 34.

1. Roy Emerson
   Rafael Nadal
2. Lew Hoad
   Pat Rafter

Rafael Nadal is almost impossible to beat on clay, and he has owned Roland Garros ever since he turned pro. Of his 18 Grand Slam titles, 12 have come at the French Open, which is double the number of wins Boris Becker has at Roland Garros, and he has the second-most wins there overall.

1. Monica Seles
   Jennifer Capriati
2. Pam Shriver
   Lindsay Davenport

Davenport held the No. 1 ranking in the world multiple times in both women's singles and doubles. Her best stretch of tennis came from 1998 to 2000 when she won all her Grand Slam titles, but she was never able to get over the hump at Roland Garros.

1. Pete Sampras
   Andy Murray
2. Andy Roddick
   Michael Chang

The men's game hasn't had a great American player since the '90s, but Roddick came close. He made it to the Wimbledon finals four times but never won, and his only Grand Slam title came at the U.S. Open. He was most known for his rocket serves topping 140 mph.

1. Kim Clijsters
   Jennifer Capriati
2. Monica Seles
   Maria Sharapova

Kim Clijsters retired in 2012, and she was the second-best tennis player to come out of Belgium behind Justine Henin. Clijsters won three U.S. Open titles and an Australian Open title, and she won the Wimbledon and French Open women's doubles titles.

1. Don Budge
   Bobby Riggs
2. Arthur Ashe
   Thomas Muster

Only two men have completed the single-season Grand Slam, and Don Budge was the first player, male or female, to do it way back in 1938. He's also the only American man to complete the feat, and he went on to win six consecutive Grand Slam titles during the streak.

1. Steffi Graf
   Martina Navratilova
2. Helen Wills
   Maria Sharapova

Maria Sharapova is by far Russia's greatest tennis player. The only current female players with more Grand Slam titles than her are the Williams sisters. Her career suffered from injury, but she is still actively playing and is considered one of the game's best ever.

1. Justine Henin
   Thomas Muster
2. Ken Rosewall
   Roy Emerson

Don Budge was said to have the best backhand shot in the game until Ken Rosewall joined the circuit. Rosewall won eight Grand Slam titles, but he never won at Wimbledon despite making the finals four times.

1. Helen Wills
   Kim Clijsters
2. Maria Bueno
   Pam Shriver

Helen Wills is considered by many to be the greatest female tennis player ever. She won 31 Grand Slam titles. She was one of the first female athletes to become a worldwide celebrity, and she beat a top 10 male player in his prime in an exhibition match.

1. Andre Agassi
   Pete Sampras
2. Bobby Riggs
   Ivan Lendl

Bobby Riggs is most known for being a tennis hustler after he retired and planning events like the "Battle of Sexes" against Billie Jean King in which he lost. When he was in his prime, he won three Grand Slam titles and held the No. 1 ranking for three years.

1. Maureen Connolly
   Margaret Court
2. Pam Shriver
   Monica Seles

We don't know how good Maureen Connolly could have been. She turned pro in 1951, and by 1954 she became the first woman to complete the single-season Grand Slam and had won nine Grand Slam titles. But in 1954, a horseback riding accident ended her professional career.

1. Pat Rafter
   Michael Chang
2. Andy Roddick
   Pancho Gonzales

Pancho Gonzalez (aka Richard Gonzalez) is one of America's best male players, and he holds the record for most years ranked No. 1 with eight years. He won back-to-back U.S. Open titles in 1948 and '49 and won 12 Pro Slam titles.

1. Suzanne Lenglen
   Helen Wills
2. Justin Henin
   Martina Hingis

It's hard to dispute Lenglen's crown as the greatest female player in history. She was the first worldwide female tennis star. She once won 181 matches in a row, and her overall record was 341-7, which is a 98% win rate.

1. Chris Evert
   Suzanne Lenglen
2. Martina Hingis
   Althea Gibson

Althea Gibson was the first black tennis player, and she won the 1956 French Open and the 1957 Wimbledon title. She won five Grand Slam singles titles and another six in women's and mixed doubles events. She later became the first black person to play on the women's pro golf tour.

1. Pete Sampras
   Boris Becker
2. Andy Murray
   Bjorn Borg

Andy Murray was born in Glasgow and is Britain's best tennis player in at least half a century. He won three Grand Slam titles, and he almost became the fourth member of the "Big Three." He beat Djokovic to win two of his titles but has had little success against Federer or Nadal.

1. Martina Hingis
   Jennifer Capriati
2. Monica Seles
   Serena Williams

Jennifer Capriati began her pro career at a very young age, and it may have taken a toll on her. By 17 she took a break from pro tennis and was arrested for shoplifting. She eventually came back and won three Grand Slam titles, including back-to-back Australian Open titles in 2001 and 2002.

1. Stefan Edberg
   Ivan Lendl
2. Novak Djokovic
   Boris Becker

Stefan Edberg is the only tennis player to complete the single-season Grand Slam as a junior player, and he went on to win six Grand Slam titles as a professional. The French Open was the only Slam he couldn't win, but he made it to the finals in 1989.

1. Maureen Connolly
   Margaret Court
2. Maria Sharapova
   Billie Jean King

Margaret Court won 24 Grand Slam titles, and nobody, male or female, has tied or topped that. Until Rafa Nadal won his 12th French Open in 2019, Court had the record for most wins at a single Grand Slam event with 11 Australian Open wins. She's the only woman to win the single-season Grand Slam in mixed doubles, which she did twice, and she also completed the women's singles Grand Slam and women's doubles Grand Slam.

1. Andy Roddick
   Andre Agassi
2. Michael Chang
   Pete Sampras

At just 5'9'', Michael Chang was one of the shorter players on the circuit, which led to his gritty defensive playing style. In 1989 his name was etched into the history books when became the youngest male ever to win a Grand Slam title.

1. Korie Homan
   Sharon Walraven
2. Suzanne Lenglen
   Maria Bueno

Maria Bueno won seven Grand Slam singles titles and 12 doubles titles and is South America's best female player by far. She completed the calendar-year Grand Slam in women's doubles in 1960 and was the first woman ever to do so.

1. Monica Seles
   Serena Williams
2. Martina Hingis
   Venus Williams

It's very difficult to imagine Serena Williams going back in history and losing to any other female tennis player who has ever played. She has the second-most Grand Slam titles of all time, and she is still at the top of her game.