| 2025-06-22 | 1980s tennis champ Ivan |
| 2019-07-08 | 1980s tennis champ Ivan |
| 2017-07-15 | See 20-Across |
| 2015-05-15 | Three-time U.S. Open champ in the 1980s |
| 2014-08-31 | Three-time French Open champ |
| 2013-05-01 | Tennis great Ivan |
| 2009-12-20 | Three-time U.S. Open champion |
| 2008-06-18 | Tennis's Ivan |
| 2008-02-27 | McEnroe rival |
| 2008-02-14 | Three-time U.S. Open champ |
| 2007-05-22 | Three-time U.S. Open champ |
| 2003-10-05 | U.S. Open champ, 1985-87 |
| 2003-09-07 | Three-time U.S. Open champion |
| 2003-01-02 | Tennis great who never won Wimbledon |
| 2001-10-22 | Tennis great Ivan |
| 2001-04-08 | U.S. Open champ, 1985-87 |
| 2001-01-03 | Three-time U.S. Open winner Ivan |
| 1998-12-13 | U.S. Open champ, 1985-87 |
| 1998-11-14 | U.S. Open champ, 1985-87 |