| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1989 | Wimbledon | R16 | Patty Fendick | 24 | United States |
| 1989 | Wimbledon | R16 | Helena Suková | 24 | Czechoslovakia |
| 1989 | Wimbledon | R16 | Monica Seles | 15 | Yugoslavia |
| 1989 | Wimbledon | R32 | Michiel Schapers | 29 | Netherlands |
| 1989 | Wimbledon | R32 | Jan Gunnarsson | 27 | Sweden |
| 1989 | Wimbledon | R32 | Miloslav Mecir Sr. | 35 | Czechoslovakia |
| 1989 | Wimbledon | R32 | Nick Fulwood | 25 | United Kingdom |
| 1989 | Wimbledon | R32 | Patrick Kuehnen | 23 | West Germany |
| 1989 | Wimbledon | R32 | David Pate | 27 | United States |
| 1989 | Wimbledon | R32 | Greg Holmes | 25 | United States |
| 1989 | Wimbledon | R32 | Kevin Curren | 31 | United States |
| 1989 | Wimbledon | R32 | Jonas Svensson | 22 | Sweden |
| 1989 | Wimbledon | R32 | Brad Drewett | 30 | Australia |
| 1989 | Wimbledon | R32 | Tomás Carbonell | 20 | Spain |
| 1989 | Wimbledon | R32 | Jason Stoltenberg | 19 | Australia |
| 1989 | Wimbledon | R32 | Ken Flach | 26 | United States |
| 1989 | Wimbledon | R32 | Wally Masur | 26 | Australia |
| 1989 | Wimbledon | R32 | Scott Davis | 26 | United States |
| 1989 | Wimbledon | R32 | Jim Pugh | 25 | United States |
| 1989 | Wimbledon | R32 | Anne Minter | 26 | Australia |
| 1989 | Wimbledon | R32 | Nicole Bradtke | 19 | Australia |
| 1989 | Wimbledon | R32 | Shaun Stafford | 20 | United States |
| 1989 | Wimbledon | R32 | Katrina Adams | 20 | United States |
| 1989 | Wimbledon | R32 | Louise Field | 22 | Australia |
| 1989 | Wimbledon | R32 | Anne Hobbs | 29 | United Kingdom |
| 1989 | Wimbledon | R32 | Donna Faber | 17 | United States |
| 1989 | Wimbledon | R32 | Eva Švíglerová | 17 | Czechoslovakia |
| 1989 | Wimbledon | R32 | Pam Shriver | 26 | United States |
| 1989 | Wimbledon | R32 | Claudia Kohde-Kilsch | 25 | West Germany |
| 1989 | Wimbledon | R32 | Laura Arraya | 25 | Peru |
| 1989 | Wimbledon | R32 | Raffaella Reggi | 23 | Italy |
| 1989 | Wimbledon | R32 | Catherine Tanvier | 24 | France |
| 1989 | Wimbledon | R32 | Judith Wiesner | 23 | Austria |
| 1989 | Wimbledon | R32 | Natasha Zvereva | 18 | Soviet Union |
| 1989 | Wimbledon | R32 | Elizabeth Smylie | 26 | Australia |
| 1989 | Wimbledon | R64 | Karel Nováček | 24 | Czechoslovakia |
| 1989 | Wimbledon | R64 | Carl Limberger | 25 | Australia |
| 1989 | Wimbledon | R64 | Mark Petchey | 18 | United Kingdom |
| 1989 | Wimbledon | R64 | Omar Camporese | 21 | Italy |
| 1989 | Wimbledon | R64 | Henrik Holm | 20 | Sweden |
| 1989 | Wimbledon | R64 | Jeremy Bates | 27 | United Kingdom |
| 1989 | Wimbledon | R64 | Glenn Layendecker | 28 | United States |
| 1989 | Wimbledon | R64 | Thomas Högstedt | 25 | Sweden |
| 1989 | Wimbledon | R64 | Robert Seguso | 26 | United States |
| 1989 | Wimbledon | R64 | Tom Nijssen | 24 | Netherlands |
| 1989 | Wimbledon | R64 | Milan Šrejber | 25 | Czechoslovakia |
| 1989 | Wimbledon | R64 | Richey Reneberg | 23 | United States |
| 1989 | Wimbledon | R64 | Tim Wilkinson | 29 | United States |
| 1989 | Wimbledon | R64 | Andrés Gómez | 29 | Ecuador |
| 1989 | Wimbledon | R64 | Pieter Aldrich | 23 | South Africa |
Open Era Grand Slam Tennis