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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 41y 103d | Baltimore 1969 | |
| 2 | 39y 299d | US Open 1974 | |
| 3 | 39y 234d | Wimbledon 1974 | |
| 4 | 38y 226d | New Delhi 1973 | |
| 5 | 38y 104d | 's-Hertogenbosch 2017 | |
| 6 | 38y 60d | Sydney-1 1973 | |
| 7 | 38y 25d | Brisbane 1972 | |
| 8 | 37y 326d | Wimbledon 2019 | |
| 9 | 37y 312d | Halle 2019 | |
| 10 | 37y 304d | Sydney-1 1973 | |
| 11 | 37y 269d | Queen's Club 2019 | |
| 12 | 37y 171d | Haverford 1972 | |
| 13 | 37y 133d | Newport 2016 | |
| 14 | 37y 54d | Australian Open 1972 | |
| 15 | 37y 40d | Wimbledon 2024 | |
| 16 | 36y 314d | Halle 2018 | |
| 17 | 36y 307d | Stuttgart 2018 | |
| 18 | 36y 299d | Australian Open 1972 | |
| 19 | 36y 277d | Brisbane 1971 | |
| 20 | 36y 245d | Newport 1971 |
