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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 38y 357d | US Open 1991 | |
| 2 | 38y 248d | Australian Open 2026 | |
| 3 | 38y 164d | Australian Open 2020 | |
| 4 | 38y 94d | US Open 2025 | |
| 5 | 38y 17d | US Open 2019 | |
| 6 | 37y 236d | Australian Open 2025 | |
| 7 | 36y 360d | US Open 1989 | |
| 8 | 36y 238d | Australian Open 2024 | |
| 9 | 36y 159d | Australian Open 2018 | |
| 10 | 36y 97d | US Open 2023 | |
| 11 | 36y 20d | US Open 2017 | |
| 12 | 35y 361d | US Open 1988 | |
| 13 | 35y 239d | Australian Open 2023 | |
| 14 | 35y 228d | Australian Open 2022 | |
| 15 | 35y 161d | Australian Open 2017 | |
| 16 | 35y 138d | Australian Open 2022 | |
| 17 | 35y 122d | US Open 2005 | |
| 18 | 34y 363d | US Open 1987 | |
| 19 | 34y 297d | Australian Open 2020 | |
| 20 | 34y 263d | Australian Open 2005 |
