Tour · 1989-08-14 · draw of 64
Cincinnati 1989
HardFinal
| 🇺🇸 Brad Gilbert | d. | 🇸🇪 Stefan Edberg | 6-4 2-6 7-6 | H2H |
Semifinals
| 🇸🇪 Stefan Edberg | d. | 🇸🇪 Mats Wilander | 7-6 7-6 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇩🇪 Boris Becker | 3-6 6-3 6-4 | H2H |
Quarterfinals
| 🇺🇸 Brad Gilbert | d. | 🇺🇸 Michael Chang | 3-6 7-6 6-3 | H2H |
| 🇸🇪 Mats Wilander | d. | 🇪🇨 Andres Gomez | 6-0 7-6 | H2H |
| 🇸🇪 Stefan Edberg | d. | 🇸🇪 Jonas Svensson | 6-4 7-6 | H2H |
| 🇩🇪 Boris Becker | d. | 🇵🇪 Jaime Yzaga | 6-1 6-2 | H2H |
Round of 16
| 🇸🇪 Jonas Svensson | d. | 🇿🇦 Gary Muller | 6-4 6-2 | H2H |
| 🇵🇪 Jaime Yzaga | d. | 🇺🇸 Marty Davis | 6-4 2-6 7-6 | H2H |
| 🇪🇨 Andres Gomez | d. | 🇺🇸 Aaron Krickstein | 3-6 6-4 7-5 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇺🇸 Pete Sampras | 6-7 6-3 6-4 | H2H |
| 🇺🇸 Michael Chang | d. | 🇺🇸 Jim Courier | 6-3 6-3 | H2H |
| 🇸🇪 Mats Wilander | d. | 🇸🇪 Niclas Kroon | 6-3 6-2 | H2H |
| 🇸🇪 Stefan Edberg | d. | 🇮🇳 Ramesh Krishnan | 6-4 3-6 6-4 | H2H |
| 🇩🇪 Boris Becker | d. | 🇮🇳 Vijay Amritraj | 6-1 6-1 | H2H |
Round of 32
| 🇺🇸 Pete Sampras | d. | 🇷🇺 Andrei Olhovskiy | 7-5 2-6 6-3 | H2H |
| 🇸🇪 Niclas Kroon | d. | 🇿🇦 Pieter Aldrich | 6-3 6-3 | H2H |
| 🇮🇳 Ramesh Krishnan | d. | 🇦🇷 Javier Frana | 4-6 7-6 4-2 RET | H2H |
| 🇺🇸 Marty Davis | d. | 🇺🇸 Jimmy Brown | 6-3 2-6 6-4 | H2H |
| 🇮🇳 Vijay Amritraj | d. | 🇫🇷 Olivier Delaitre | 6-3 7-6 | H2H |
| 🇺🇸 Jim Courier | d. | 🇺🇸 Robert Seguso | 3-6 6-1 6-4 | H2H |
| 🇪🇨 Andres Gomez | d. | 🇺🇸 David Pate | 6-4 6-3 | H2H |
| 🇸🇪 Jonas Svensson | d. | 🇺🇸 Woody Hunt | W/O | H2H |
| 🇵🇪 Jaime Yzaga | d. | 🇿🇦 Danie Visser | 6-4 6-2 | H2H |
| 🇿🇦 Gary Muller | d. | 🇷🇺 Andrei Chesnokov | 6-3 6-4 | H2H |
| 🇺🇸 Aaron Krickstein | d. | 🇬🇧 Chris Bailey | 6-3 7-5 | H2H |
| 🇺🇸 Brad Gilbert | d. | 🇦🇺 Jason Stoltenberg | 6-3 6-2 | H2H |
| 🇺🇸 Michael Chang | d. | 🇺🇸 Jim Grabb | 6-3 5-7 7-6 | H2H |
| 🇸🇪 Mats Wilander | d. | 🇺🇸 Joey Rive | 6-4 6-4 | H2H |
| 🇸🇪 Stefan Edberg | d. | 🇺🇸 Brad Pearce | 6-4 6-1 | H2H |
| 🇩🇪 Boris Becker | d. | 🇺🇸 Patrick McEnroe | 6-4 6-1 | H2H |