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| Rank | Player | Wins | Year |
|---|---|---|---|
| 1 |  Lleyton Hewitt | 5 | 2001 |
| 2 |  Roger Federer | 5 | 2003 |
| 3 | Roger Federer | 5 | 2004 |
| 4 | Roger Federer | 5 | 2006 |
| 5 | Roger Federer | 5 | 2010 |
| 6 | Roger Federer | 5 | 2011 |
| 7 |  Novak Djokovic | 5 | 2012 |
| 8 | Novak Djokovic | 5 | 2013 |
| 9 |  Andy Murray | 5 | 2016 |
| 10 |  Grigor Dimitrov | 5 | 2017 |
| 11 |  Stefanos Tsitsipas | 5 | 2018 |
| 12 |  Daniil Medvedev | 5 | 2020 |
| 13 | Novak Djokovic | 5 | 2022 |
| 14 |  Jannik Sinner | 5 | 2024 |
| 15 | Jannik Sinner | 5 | 2025 |
| 16 |  Ilie Nastase | 5 | 1971 |
| 17 | Ilie Nastase | 5 | 1972 |
| 18 |  Andre Agassi | 4 | 1999 |
| 19 | Pete Sampras | 4 | 1997 |
| 20 |  Alex Corretja | 4 | 1998 |