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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Roger Federer | 12 | Basel |
| 2 | Roger Federer | 10 | Dubai |
| 3 |  Novak Djokovic | 10 | US Open |
| 4 | Novak Djokovic | 10 | Australian Open |
| 5 | Roger Federer | 9 | Indian Wells Masters |
| 6 | Novak Djokovic | 9 | Paris Masters |
| 7 |  John Isner | 9 | Atlanta |
| 8 | Andre Agassi | 8 | Miami Masters |
| 9 | Pete Sampras | 8 | US Open |
| 10 | Roger Federer | 8 | Cincinnati Masters |
| 11 | Novak Djokovic | 8 | Miami Masters |
| 12 | Novak Djokovic | 8 | Cincinnati Masters |
| 13 | Ivan Lendl | 8 | US Open |
| 14 | Roger Federer | 7 | Australian Open |
| 15 | Roger Federer | 7 | US Open |
| 16 | Novak Djokovic | 7 | Tour Finals |
| 17 | Andre Agassi | 6 | US Open |
| 18 | Andre Agassi | 6 | San Jose |
| 19 | Andre Agassi | 6 | Washington |
| 20 | Andre Agassi | 6 | Los Angeles |