| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1989 | US Open | R128 | Molly Van Nostrand | 24 | United States |
| 1989 | US Open | R128 | Meredith McGrath | 18 | United States |
| 1989 | US Open | R128 | Nicole Bradtke | 19 | Australia |
| 1989 | US Open | R128 | Louise Allen | 27 | United States |
| 1989 | US Open | R128 | Sara Gomer | 25 | United Kingdom |
| 1989 | US Open | R128 | Claudia Porwik | 20 | West Germany |
| 1989 | US Open | R128 | Laura Garrone | 21 | Italy |
| 1989 | US Open | R128 | Carling Bassett-Seguso | 21 | Canada |
| 1989 | US Open | R128 | Petra Langrová | 19 | Czechoslovakia |
| 1989 | US Open | R128 | Kimberley Kessaris | n/a | United States |
| 1989 | US Open | R128 | Claudia Kohde-Kilsch | 25 | West Germany |
| 1989 | US Open | R128 | Mercedes Paz | 23 | Argentina |
| 1989 | US Open | R128 | Kimiko Date | 18 | Japan |
| 1989 | US Open | R128 | Karine Quentrec | 19 | France |
| 1989 | US Open | R128 | Ann Henricksson | 29 | United States |
| 1989 | US Open | R128 | Mary-Lou Daniels | 28 | United States |
| 1989 | US Open | R128 | Eva Pfaff | 28 | West Germany |
| 1989 | US Open | R128 | Barbara Romanò | 24 | Italy |
| 1989 | US Open | R128 | Raffaella Reggi | 23 | Italy |
| 1989 | US Open | R128 | Jenny Byrne | 22 | Australia |
| 1989 | US Open | R128 | Ei Iida | 21 | Japan |
| 1989 | Wimbledon | W | Boris Becker | 21 | West Germany |
| 1989 | Wimbledon | W | Steffi Graf | 20 | West Germany |
| 1989 | Wimbledon | F | Stefan Edberg | 23 | Sweden |
| 1989 | Wimbledon | F | Martina Navratilova | 32 | United States |
| 1989 | Wimbledon | S | John McEnroe | 30 | United States |
| 1989 | Wimbledon | S | Ivan Lendl | 29 | Czechoslovakia |
| 1989 | Wimbledon | S | Catarina Lindqvist | 26 | Sweden |
| 1989 | Wimbledon | S | Chris Evert | 34 | United States |
| 1989 | Wimbledon | Q | Paul Chamberlin | 27 | United States |
| 1989 | Wimbledon | Q | Tim Mayotte | 28 | United States |
| 1989 | Wimbledon | Q | Dan Goldie | 25 | United States |
| 1989 | Wimbledon | Q | Mats Wilander | 24 | Sweden |
| 1989 | Wimbledon | Q | Gretchen Anne Rush | 24 | United States |
| 1989 | Wimbledon | Q | Rosalyn Fairbank | 28 | South Africa |
| 1989 | Wimbledon | Q | Laura Golarsa | 21 | Italy |
| 1989 | Wimbledon | Q | Arantxa Sánchez Vicario | 17 | Spain |
| 1989 | Wimbledon | R16 | Peter Lundgren | 24 | Sweden |
| 1989 | Wimbledon | R16 | Christo van Rensburg | 26 | South Africa |
| 1989 | Wimbledon | R16 | Amos Mansdorf | 23 | Israel |
| 1989 | Wimbledon | R16 | Aaron Krickstein | 21 | United States |
| 1989 | Wimbledon | R16 | Slobodan Živojinović | 25 | Yugoslavia |
| 1989 | Wimbledon | R16 | John Fitzgerald | 28 | Australia |
| 1989 | Wimbledon | R16 | Leif Shiras | 29 | United States |
| 1989 | Wimbledon | R16 | Michael Chang | 17 | United States |
| 1989 | Wimbledon | R16 | Lori McNeil | 25 | United States |
| 1989 | Wimbledon | R16 | Hana Mandlíková | 27 | Australia |
| 1989 | Wimbledon | R16 | Jo-Anne Faull | 18 | Australia |
| 1989 | Wimbledon | R16 | Mary Joe Fernández | 17 | United States |
| 1989 | Wimbledon | R16 | Jana Novotná | 20 | Czechoslovakia |
Open Era Grand Slam Tennis