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| Rank | Player | Wins | Year |
|---|---|---|---|
| 1 |  Michael Stich | 5 | 1993 |
| 2 |  John McEnroe | 5 | 1978 |
| 3 |  Bjorn Borg | 5 | 1979 |
| 4 | Ivan Lendl | 5 | 1986 |
| 5 | Ivan Lendl | 5 | 1987 |
| 6 | Pete Sampras | 4 | 1993 |
| 7 | Boris Becker | 4 | 1994 |
| 8 | Pete Sampras | 4 | 1994 |
| 9 | Boris Becker | 4 | 1995 |
| 10 | Pete Sampras | 4 | 1996 |
| 11 |  Roger Federer | 4 | 2005 |
| 12 |  David Nalbandian | 4 | 2005 |
| 13 |  Rod Laver | 4 | 1970 |
| 14 | Stan Smith | 4 | 1970 |
| 15 |  Ilie Nastase | 4 | 1975 |
| 16 |  Manuel Orantes | 4 | 1976 |
| 17 | Jimmy Connors | 4 | 1977 |
| 18 | Brian Gottfried | 4 | 1978 |
| 19 | Bjorn Borg | 4 | 1980 |
| 20 | Ivan Lendl | 4 | 1981 |