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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | US Open | 2007-08-27 | Australian Open | 2026-01-28 | 6729d (18y 159d) |
| 2 |  Andre Agassi | US Open | 1988-08-29 | US Open | 2005-08-29 | 6209d (17y 4d) |
| 3 |  Roger Federer | Australian Open | 2004-01-19 | Australian Open | 2020-01-20 | 5845d (16y 5d) |
| 4 |  Rafael Nadal | US Open | 2006-08-28 | Australian Open | 2022-01-17 | 5621d (15y 146d) |
| 5 | John McEnroe | US Open | 1978-08-29 | Australian Open | 1992-01-13 | 4885d (13y 140d) |
| 6 | Jimmy Connors | US Open | 1978-08-29 | US Open | 1991-08-26 | 4745d (13y 0d) |
| 7 | Ivan Lendl | US Open | 1980-08-26 | US Open | 1992-08-31 | 4388d (12y 8d) |
| 8 | Pete Sampras | US Open | 1990-08-27 | US Open | 2002-08-26 | 4382d (12y 2d) |
| 9 |  Gael Monfils | US Open | 2010-08-30 | Australian Open | 2022-01-17 | 4158d (11y 143d) |
| 10 |  Wayne Ferreira | Australian Open | 1992-01-13 | Australian Open | 2003-01-13 | 4018d (11y 3d) |