| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1989 | US Open | R32 | Ken Flach | 26 | United States |
| 1989 | US Open | R32 | Pieter Aldrich | 23 | South Africa |
| 1989 | US Open | R32 | Jaime Yzaga | 21 | Peru |
| 1989 | US Open | R32 | Amos Mansdorf | 23 | Israel |
| 1989 | US Open | R32 | Ronald Agénor | 24 | Haiti |
| 1989 | US Open | R32 | Milan Šrejber | 25 | Czechoslovakia |
| 1989 | US Open | R32 | Martín Jaite | 24 | Argentina |
| 1989 | US Open | R32 | Carl-Uwe Steeb | 22 | West Germany |
| 1989 | US Open | R32 | Philip Johnson | 24 | United States |
| 1989 | US Open | R32 | Jeff Tarango | 20 | United States |
| 1989 | US Open | R32 | Miloslav Mecir Sr. | 35 | Czechoslovakia |
| 1989 | US Open | R32 | Emilio Sánchez | 24 | Spain |
| 1989 | US Open | R32 | Jim Courier | 19 | United States |
| 1989 | US Open | R32 | Hana Mandlíková | 27 | Australia |
| 1989 | US Open | R32 | Patty Fendick | 24 | United States |
| 1989 | US Open | R32 | Sylvia Hanika | 29 | West Germany |
| 1989 | US Open | R32 | Shaun Stafford | 20 | United States |
| 1989 | US Open | R32 | Sandra Wasserman | 19 | Belgium |
| 1989 | US Open | R32 | Patricia Tarabini | 21 | Argentina |
| 1989 | US Open | R32 | Susan Sloane | 18 | United States |
| 1989 | US Open | R32 | Leila Meshki | 21 | Soviet Union |
| 1989 | US Open | R32 | Terry Phelps | 22 | United States |
| 1989 | US Open | R32 | Anne Minter | 26 | Australia |
| 1989 | US Open | R32 | Nathalie Tauziat | 21 | France |
| 1989 | US Open | R32 | Halle Cioffi | 20 | United States |
| 1989 | US Open | R32 | Tami Whitlinger | 20 | United States |
| 1989 | US Open | R32 | Sabrina Goleš | 24 | Yugoslavia |
| 1989 | US Open | R32 | Andrea Temesvári | 23 | Hungary |
| 1989 | US Open | R32 | Camille Benjamin | 23 | United States |
| 1989 | US Open | R64 | Scott Davis | 27 | United States |
| 1989 | US Open | R64 | Neil Broad | 22 | United Kingdom |
| 1989 | US Open | R64 | Anders Järryd | 28 | Sweden |
| 1989 | US Open | R64 | Rick Leach | 24 | United States |
| 1989 | US Open | R64 | John Fitzgerald | 28 | Australia |
| 1989 | US Open | R64 | Richey Reneberg | 23 | United States |
| 1989 | US Open | R64 | Wally Masur | 26 | Australia |
| 1989 | US Open | R64 | Leif Shiras | 30 | United States |
| 1989 | US Open | R64 | Glenn Michibata | 27 | Canada |
| 1989 | US Open | R64 | John McEnroe | 30 | United States |
| 1989 | US Open | R64 | Todd Witsken | 25 | United States |
| 1989 | US Open | R64 | Olivier Delaître | 22 | France |
| 1989 | US Open | R64 | David Wheaton | 20 | United States |
| 1989 | US Open | R64 | Andrei Olhovskiy | 23 | Soviet Union |
| 1989 | US Open | R64 | Olli Rahnasto | 23 | Finland |
| 1989 | US Open | R64 | Mark Koevermans | 21 | Netherlands |
| 1989 | US Open | R64 | Mark Woodforde | 23 | Australia |
| 1989 | US Open | R64 | Derrick Rostagno | 23 | United States |
| 1989 | US Open | R64 | Goran Ivanišević | 17 | Yugoslavia |
| 1989 | US Open | R64 | Mats Wilander | 25 | Sweden |
| 1989 | US Open | R64 | Javier Sánchez | 21 | Spain |
Open Era Grand Slam Tennis