# The 20 Most Iconic Tennis Players of All Time

> Some of these names changed how the game looks, others changed who gets to play it. Trophies matter here, but so do headbands and headlines.

*By YPB Team · Published September 26, 2026 · https://youpick.best/ranking/the-20-most-iconic-tennis-players-of-all-time*

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## Current results (no votes yet)

1. **Serena Williams** — score 1000/1000
   Winner of 23 Grand Slam singles titles whose power game and presence reshaped women's tennis.
2. **Andre Agassi** — score 730/1000
   American showman who completed the career Grand Slam and won Olympic gold.
3. **Maria Sharapova** — score 691/1000
   Russian who won Wimbledon at 17 and completed the career Grand Slam.
4. **Steffi Graf** — score 584/1000
   German champion who won 22 majors and the 1988 Golden Slam.
5. **Venus Williams** — score 534/1000
   Five-time Wimbledon champion who pushed the sport toward equal prize money.
6. **Rafael Nadal** — score 534/1000
   Spanish great who won the French Open a record 14 times and 22 majors overall.
7. **Martina Navratilova** — score 534/1000
   Record nine-time Wimbledon singles champion and one of the great serve-and-volley players.
8. **Carlos Alcaraz** — score 478/1000
   Spanish star who became the youngest men's world No. 1 at 19.
9. **Jimmy Connors** — score 478/1000
   American fighter with a record 109 singles titles and five US Open crowns.
10. **John McEnroe** — score 478/1000
   American left-hander with seven singles majors, a famous temper and a touch game nobody copied.
11. **Monica Seles** — score 478/1000
   Two-handed hitter who won eight majors before turning 20.
12. **Chris Evert** — score 414/1000
   American baseliner who won 18 majors and reached the semifinals in 52 of 56 Grand Slams.
13. **Billie Jean King** — score 414/1000
   Winner of 39 major titles who beat Bobby Riggs in the 1973 Battle of the Sexes and fought for equal pay.
14. **Boris Becker** — score 414/1000
   German who won Wimbledon at 17 in 1985 as an unseeded teenager.
15. **Novak Djokovic** — score 257/1000
   Serbian holder of the men's record for Grand Slam singles titles and weeks at world No. 1.
16. **Arthur Ashe** — score 257/1000
   First Black man to win Wimbledon and the US Open, and a lifelong activist.
17. **Rod Laver** — score 257/1000
   Australian who won the calendar Grand Slam twice, in 1962 and 1969.
18. **Björn Borg** — score 159/1000
   Swedish champion who won 11 majors, including five straight Wimbledons, before retiring at 26.
19. **Pete Sampras** — score 0/1000
   American with 14 majors and seven Wimbledon titles, built on one of the best serves ever.
20. **Roger Federer** — score 0/1000
   Swiss champion with 20 major titles and eight Wimbledon crowns, famed for effortless shotmaking.

Tags: sports, tennis, players, legends