# Who is the greatest tennis player never to win a calendar-year Grand Slam?

> Only five players have won all four majors inside one calendar year. Everyone here came close and did not — some by a single match. Pick the greatest of them.

*By YPB Team · Published September 5, 2026 · https://youpick.best/ranking/who-is-the-greatest-tennis-player-never-to-win-a-calendar-year-grand-slam*

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## Current results (no votes yet)

1. **Martina Navratilova**
   Won six consecutive majors across 1983 and 1984, but never four inside one year.
2. **Chris Evert**
   Eighteen majors and thirty-four finals, but never more than two in a season after 1975.
3. **Serena Williams**
   Held all four at once twice, in 2002-03 and 2014-15, and never in one calendar year.
4. **Novak Djokovic**
   Held all four across 2015-16 and lost the 2021 US Open final one match short.
5. **Roger Federer**
   Reached three of four finals in 2006 and 2007, beaten each time at Roland Garros.
6. **Rafael Nadal**
   Won three majors in 2010 and again in 2022, never all four.
7. **Pete Sampras**
   Fourteen majors and never a French Open title, so never even close.
8. **Bjorn Borg**
   Won the French and Wimbledon in the same year three times, but never the US Open.
9. **Ivan Lendl**
   Nineteen major finals, eight titles, and Wimbledon always missing.
10. **John McEnroe**
   Seven majors, none of them in Melbourne or Paris.
11. **Monica Seles**
   Won three of four in 1991 and 1992, skipping Wimbledon or losing it.
12. **Billie Jean King**
   Twelve majors and a career Grand Slam, spread across fifteen years.
13. **Jimmy Connors**
   Won three of the four in 1974 and was barred from entering the French Open.
14. **Venus Williams**
   Seven majors, all of them at Wimbledon or the US Open.
15. **Justine Henin**
   Seven majors including four French Opens, never a Wimbledon title.
16. **Boris Becker**
   Six majors and never a French Open final.

Tags: sports, tennis, grand slam, records, what if