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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 36y 174d | Tour Finals 2023 | |
| 2 | 35y 184d | Masters 1978 | |
| 3 | 35y 176d | Tour Finals 2022 | |
| 4 | 34y 98d | ATP Finals 2015 | |
| 5 | 33y 194d | Masters Cup 2003 | |
| 6 | 33y 92d | Tour Finals 2014 | |
| 7 | 32y 120d | Masters 1970 | |
| 8 | 31y 174d | Tour Finals 2018 | |
| 9 | 31y 89d | Tour Finals 2012 | |
| 10 | 30y 212d | Tennis Masters Cup 2000 | |
| 11 | 30y 103d | Tour Finals 2011 | |
| 12 | 29y 285d | Masters 1973 | |
| 13 | 29y 206d | ATP Tour World Championship 1999 | |
| 14 | 29y 183d | Tour Finals 2016 | |
| 15 | 29y 176d | Tour Finals 2016 | |
| 16 | 29y 133d | Masters 1975 | |
| 17 | 29y 104d | Tour Finals 2010 | |
| 18 | 28y 363d | ATP World Championships 1996 | |
| 19 | 28y 268d | Masters 1988 | |
| 20 | 28y 177d | ATP Finals 2015 |
