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| Rank | Player | Wins | Year |
|---|---|---|---|
| 1 |  Ilie Nastase | 5 | 1972 |
| 2 |  Roger Federer | 5 | 2006 |
| 3 |  Guillermo Vilas | 5 | 1974 |
| 4 | Ilie Nastase | 5 | 1971 |
| 5 |  Bjorn Borg | 5 | 1979 |
| 6 |  Lleyton Hewitt | 5 | 2001 |
| 7 |  John McEnroe | 5 | 1978 |
| 8 |  Andy Murray | 5 | 2016 |
| 9 | Roger Federer | 5 | 2003 |
| 10 |  Michael Stich | 5 | 1993 |
| 11 |  Novak Djokovic | 5 | 2012 |
| 12 | Roger Federer | 5 | 2004 |
| 13 | Ivan Lendl | 5 | 1987 |
| 14 | Ivan Lendl | 5 | 1986 |
| 15 | Novak Djokovic | 5 | 2013 |
| 16 |  Jannik Sinner | 5 | 2024 |
| 17 | Roger Federer | 5 | 2010 |
| 18 | Roger Federer | 5 | 2011 |
| 19 | Jannik Sinner | 5 | 2025 |
| 20 |  Grigor Dimitrov | 5 | 2017 |