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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Rafael Nadal | 19 | Madrid Masters |
| 2 | Rafael Nadal | 18 | Rome Masters |
| 3 |  Novak Djokovic | 18 | Rome Masters |
| 4 | Rafael Nadal | 17 | Monte Carlo Masters |
| 5 | Novak Djokovic | 17 | Paris Masters |
| 6 | Novak Djokovic | 17 | Monte Carlo Masters |
| 7 |  Roger Federer | 16 | Indian Wells Masters |
| 8 | Roger Federer | 15 | Miami Masters |
| 9 | Roger Federer | 15 | Rome Masters |
| 10 | David Ferrer | 15 | Madrid Masters |
| 11 | Rafael Nadal | 15 | Indian Wells Masters |
| 12 | Roger Federer | 14 | Cincinnati Masters |
| 13 |  Andy Murray | 14 | Cincinnati Masters |
| 14 | Novak Djokovic | 14 | Cincinnati Masters |
| 15 |  Andre Agassi | 13 | Miami Masters |
| 16 | Fernando Verdasco | 13 | Madrid Masters |
| 17 | David Ferrer | 13 | Miami Masters |
| 18 |  Tomas Berdych | 13 | Miami Masters |
| 19 |  Richard Gasquet | 13 | Paris Masters |
| 20 | Novak Djokovic | 13 | Indian Wells Masters |