| 21 | Yevgeny Kafelnikov | 6 | 1995, 1996, 1997, 1999, 2000, 2001 |
| 22 | Carlos Alcaraz | 5 | 2022, 2023, 2024, 2025, 2026 |
| 23 | Carlos Moya | 5 | 1997, 1998, 2002, 2003, 2004 |
| 24 | Lleyton Hewitt | 5 | 2000, 2001, 2002, 2004, 2005 |
| 25 | Nikolay Davydenko | 5 | 2005, 2006, 2007, 2008, 2009 |
| 26 | Stefanos Tsitsipas | 5 | 2019, 2020, 2021, 2022, 2023 |
| 27 | Goran Ivanisevic | 4 | 1992, 1993, 1994, 1996 |
| 28 | Jannik Sinner | 4 | 2023, 2024, 2025, 2026 |
| 29 | Juan Martin del Potro | 4 | 2009, 2012, 2013, 2018 |
| 30 | Manuel Orantes | 4 | 1973, 1975, 1976, 1977 |
| 31 | Vitas Gerulaitis | 4 | 1977, 1978, 1979, 1982 |
| 32 | Dominic Thiem | 3 | 2017, 2019, 2020 |
| 33 | Eddie Dibbs | 3 | 1976, 1977, 1978 |
| 34 | Felix Auger-Aliassime | 3 | 2022, 2025, 2026 |
| 35 | Gustavo Kuerten | 3 | 1999, 2000, 2001 |
| 36 | Ilie Nastase | 3 | 1973, 1975, 1976 |
| 37 | Jim Courier | 3 | 1991, 1992, 1993 |
| 38 | Juan Carlos Ferrero | 3 | 2001, 2002, 2003 |
| 39 | Marat Safin | 3 | 2000, 2002, 2004 |
| 40 | Marin Cilic | 3 | 2016, 2017, 2018 |