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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 18y 151d | Canada Masters 1990 | |
| 2 | 18y 320d | Miami Masters 2022 | |
| 3 | 19y 66d | Canada Masters 2005 | |
| 4 | 19y 136d | Madrid Masters 2005 | |
| 5 | 19y 185d | Paris Masters 2022 | |
| 6 | 19y 197d | Miami Masters 2025 | |
| 7 | 19y 301d | Miami Masters 2007 | |
| 8 | 19y 305d | Indian Wells Masters 2023 | |
| 9 | 19y 321d | Miami Masters 1990 | |
| 10 | 20y 9d | Indian Wells Masters 1992 | |
| 11 | 20y 20d | Miami Masters 1992 | |
| 12 | 20y 74d | Canada Masters 2007 | |
| 13 | 20y 108d | Canada Masters 2017 | |
| 14 | 20y 185d | Canada Masters 2000 | |
| 15 | 20y 199d | Indian Wells Masters 1991 | |
| 16 | 20y 210d | Miami Masters 1991 | |
| 17 | 20y 275d | Indian Wells Masters 2007 | |
| 18 | 20y 295d | Indian Wells Masters 2008 | |
| 19 | 20y 303d | Indian Wells Masters 2024 | |
| 20 | 20y 338d | Canada Masters 2003 |
