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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 44y 85d | Australian Open 1972 | |
| 2 | 44y 52d | Australian Open 1978 | |
| 3 | 43y 47d | Australian Open-2 1977 | |
| 4 | 42y 60d | Australian Open-1 1977 | |
| 5 | 41y 109d | US Open 1969 | |
| 6 | 41y 53d | Australian Open 1976 | |
| 7 | 41y 44d | Wimbledon 1969 | |
| 8 | 40y 298d | Australian Open 1976 | |
| 9 | 40y 256d | Australian Open 1969 | |
| 10 | 40y 233d | Wimbledon 1975 | |
| 11 | 40y 112d | US Open 1968 | |
| 12 | 40y 17d | Roland Garros 1968 | |
| 13 | 39y 329d | US Open 1968 | |
| 14 | 39y 324d | Wimbledon 2021 | |
| 15 | 39y 299d | US Open 1974 | |
| 16 | 39y 296d | Roland Garros 2021 | |
| 17 | 39y 234d | Wimbledon 1974 | |
| 18 | 39y 222d | Roland Garros 1971 | |
| 19 | 38y 357d | US Open 1991 | |
| 20 | 38y 300d | US Open 1973 |
