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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 42y 60d | Australian Open-1 1977 | |
| 2 | 41y 53d | Australian Open 1976 | |
| 3 | 40y 17d | Roland Garros 1968 | |
| 4 | 39y 299d | US Open 1974 | |
| 5 | 39y 234d | Wimbledon 1974 | |
| 6 | 38y 357d | US Open 1991 | |
| 7 | 38y 300d | US Open 1973 | |
| 8 | 38y 164d | Australian Open 2020 | |
| 9 | 38y 94d | US Open 2025 | |
| 10 | 38y 39d | Wimbledon 2025 | |
| 11 | 38y 4d | Roland Garros 2025 | |
| 12 | 37y 326d | Wimbledon 2019 | |
| 13 | 37y 291d | Roland Garros 2019 | |
| 14 | 37y 236d | Australian Open 2025 | |
| 15 | 37y 54d | Australian Open 1972 | |
| 16 | 37y 40d | Wimbledon 2024 | |
| 17 | 36y 299d | Australian Open 1972 | |
| 18 | 36y 238d | Australian Open 2024 | |
| 19 | 36y 230d | Wimbledon 1971 | |
| 20 | 36y 159d | Australian Open 2018 |
