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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Ivan Lendl | 10 | Masters |
| 2 |  Yevgeny Kafelnikov | 8 | Moscow |
| 3 | John McEnroe | 8 | WCT Finals |
| 4 | John McEnroe | 7 | San Francisco |
| 5 | John McEnroe | 7 | Wembley |
| 6 | John McEnroe | 7 | Masters |
| 7 |  Marc Rosset | 6 | Moscow |
| 8 |  Boris Becker | 6 | Milan |
| 9 |  Thomas Muster | 6 | Vienna |
| 10 | Jimmy Connors | 6 | Masters |
| 11 | Jimmy Connors | 6 | Memphis |
| 12 | Jimmy Connors | 6 | Tokyo-2 |
| 13 | John McEnroe | 6 | Philadelphia |
| 14 | Ivan Lendl | 6 | Tokyo-2 |
| 15 | Pete Sampras | 5 | Grand Slam Cup |
| 16 |  Tim Henman | 5 | Basel |
| 17 |  Ilie Nastase | 5 | Hampton |
| 18 |  Bjorn Borg | 5 | WCT Finals |
| 19 | Jimmy Connors | 5 | Philadelphia WCT |
| 20 | Jimmy Connors | 5 | WCT Finals |