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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Australian Open | 2007-01-15 | Australian Open | 2026-01-24 | 6949d (19y 14d) |
| 2 |  Roger Federer | US Open | 2001-08-27 | Australian Open | 2020-01-20 | 6720d (18y 150d) |
| 3 |  Rafael Nadal | Australian Open | 2005-01-17 | US Open | 2022-08-29 | 6433d (17y 228d) |
| 4 |  Andre Agassi | US Open | 1988-08-29 | US Open | 2005-08-29 | 6209d (17y 4d) |
| 5 |  Gael Monfils | US Open | 2008-08-25 | Australian Open | 2025-01-13 | 5985d (16y 145d) |
| 6 |  Marin Cilic | Australian Open | 2008-01-14 | US Open | 2022-08-29 | 5341d (14y 231d) |
| 7 |  Tomas Berdych | US Open | 2004-08-30 | Australian Open | 2019-01-14 | 5250d (14y 140d) |
| 8 | John McEnroe | US Open | 1978-08-29 | US Open | 1992-08-31 | 5116d (14y 6d) |
| 9 |  Lleyton Hewitt | Australian Open | 2000-01-17 | US Open | 2013-08-26 | 4970d (13y 225d) |
| 10 |  Philipp Kohlschreiber | Australian Open | 2005-01-17 | US Open | 2018-08-27 | 4970d (13y 225d) |