| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1989 | Wimbledon | R128 | Paolo Canè | 24 | Italy |
| 1989 | Wimbledon | R128 | Horst Skoff | 20 | Austria |
| 1989 | Wimbledon | R128 | Pete Sampras | 17 | United States |
| 1989 | Wimbledon | R128 | Mark Woodforde | 23 | Australia |
| 1989 | Wimbledon | R128 | Michael Robertson | 25 | United States |
| 1989 | Wimbledon | R128 | Danie Visser | 27 | South Africa |
| 1989 | Wimbledon | R128 | Stephen Botfield | 23 | United Kingdom |
| 1989 | Wimbledon | R128 | Paul Annacone | 26 | United States |
| 1989 | Wimbledon | R128 | Andres Võsand | 23 | Soviet Union |
| 1989 | Wimbledon | R128 | Christian Bergström | 21 | Sweden |
| 1989 | Wimbledon | R128 | Johan Carlsson | 23 | Sweden |
| 1989 | Wimbledon | R128 | Jean-Philippe Fleurian | 23 | France |
| 1989 | Wimbledon | R128 | James Turner | 23 | United Kingdom |
| 1989 | Wimbledon | R128 | Bill Scanlon | 32 | United States |
| 1989 | Wimbledon | R128 | Magnus Gustafsson | 22 | Sweden |
| 1989 | Wimbledon | R128 | Neil Broad | 22 | United Kingdom |
| 1989 | Wimbledon | R128 | Nick Brown | 27 | United Kingdom |
| 1989 | Wimbledon | R128 | Alexander Volkov | 22 | Soviet Union |
| 1989 | Wimbledon | R128 | Sergi Bruguera | 18 | Spain |
| 1989 | Wimbledon | R128 | Leonardo Lavalle | 21 | Mexico |
| 1989 | Wimbledon | R128 | Jakob Hlasek | 24 | Switzerland |
| 1989 | Wimbledon | R128 | Jorge Lozano | 26 | Mexico |
| 1989 | Wimbledon | R128 | Zeeshan Ali | 19 | India |
| 1989 | Wimbledon | R128 | Diego Nargiso | 19 | Italy |
| 1989 | Wimbledon | R128 | Olli Rahnasto | 23 | Finland |
| 1989 | Wimbledon | R128 | Bryan Shelton | 23 | United States |
| 1989 | Wimbledon | R128 | Scott Warner | 23 | United States |
| 1989 | Wimbledon | R128 | Veli Paloheimo | 21 | Finland |
| 1989 | Wimbledon | R128 | Josef Čihák | 26 | Czechoslovakia |
| 1989 | Wimbledon | R128 | Anders Järryd | 27 | Sweden |
| 1989 | Wimbledon | R128 | Matt Anger | 26 | United States |
| 1989 | Wimbledon | R128 | Martin Střelba | 22 | Czechoslovakia |
| 1989 | Wimbledon | R128 | Kelly Evernden | 27 | New Zealand |
| 1989 | Wimbledon | R128 | Michael Stich | 20 | West Germany |
| 1989 | Wimbledon | R128 | Ramesh Krishnan | 28 | India |
| 1989 | Wimbledon | R128 | Sammy Giammalva Jr. | 26 | United States |
| 1989 | Wimbledon | R128 | Thierry Champion | 22 | France |
| 1989 | Wimbledon | R128 | Marty Davis | 30 | United States |
| 1989 | Wimbledon | R128 | Glenn Michibata | 27 | Canada |
| 1989 | Wimbledon | R128 | Bret Garnett | 21 | United States |
| 1989 | Wimbledon | R128 | Simon Youl | 23 | Australia |
| 1989 | Wimbledon | R128 | Roger Smith | 25 | Bahamas |
| 1989 | Wimbledon | R128 | Patrick Baur | 24 | West Germany |
| 1989 | Wimbledon | R128 | Darren Cahill | 23 | Australia |
| 1989 | Wimbledon | R128 | Brad Gilbert | 27 | United States |
| 1989 | Wimbledon | R128 | Horacio de la Peña | 22 | Argentina |
| 1989 | Wimbledon | R128 | Piet Norval | 19 | South Africa |
| 1989 | Wimbledon | R128 | David Wheaton | 20 | United States |
| 1989 | Wimbledon | R128 | Jeff Tarango | 20 | United States |
| 1989 | Wimbledon | R128 | Jim Courier | 18 | United States |
Open Era Grand Slam Tennis