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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Ivan Lendl | 9 | Masters |
| 2 | John McEnroe | 8 | WCT Finals |
| 3 |  Yevgeny Kafelnikov | 6 | Moscow |
| 4 | John McEnroe | 6 | San Francisco |
| 5 | John McEnroe | 6 | Wembley |
| 6 |  Boris Becker | 5 | Milan |
| 7 |  Ilie Nastase | 5 | Hampton |
| 8 | Jimmy Connors | 5 | Philadelphia WCT |
| 9 | Jimmy Connors | 5 | Memphis |
| 10 | John McEnroe | 5 | Philadelphia |
| 11 | Ivan Lendl | 5 | Tokyo-2 |
| 12 | Pete Sampras | 4 | Lyon |
| 13 | Pete Sampras | 4 | Paris Masters |
| 14 | Marat Safin | 4 | Paris Masters |
| 15 | Jimmy Connors | 4 | Salisbury |
| 16 | Jimmy Connors | 4 | Hampton |
| 17 |  Bjorn Borg | 4 | WCT Finals |
| 18 | Bjorn Borg | 4 | Masters |
| 19 | Jimmy Connors | 4 | WCT Challenge Cup |
| 20 | John McEnroe | 4 | Masters |