New Haven 1989 ATP
Final
| Winner | Loser | Score | |
|---|---|---|---|
| Brad Gilbert | d. | Jim Pugh | 7-5 6-0 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| Brad Gilbert | d. | David Wheaton | 5-7 7-6 6-4 |
| Jim Pugh | d. | Jim Grabb | 6-2 6-4 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| David Wheaton | d. | Jim Courier | 6-4 6-2 |
| Brad Gilbert | d. | Glenn Layendecker | 6-4 7-5 |
| Jim Pugh | d. | Robert Seguso | 6-3 6-2 |
| Jim Grabb | d. | Michael Chang | 6-2 6-4 |
Round of 16
| Winner | Loser | Score | |
|---|---|---|---|
| David Wheaton | d. | Andre Agassi | 1-6 7-6 6-1 |
| Jim Courier | d. | Dan Goldie | 6-2 6-3 |
| Brad Gilbert | d. | Wally Masur | 6-4 7-6 |
| Glenn Layendecker | d. | Grant Connell | 7-5 6-2 |
| Robert Seguso | d. | Andrew Sznajder | 6-3 3-6 6-2 |
| Jim Pugh | d. | Jared Palmer | 3-6 7-6 6-3 |
| Jim Grabb | d. | Johan Kriek | 6-3 6-4 |
| Michael Chang | d. | Derrick Rostagno | 6-3 6-2 |
Round of 32
| Winner | Loser | Score | |
|---|---|---|---|
| Andre Agassi | d. | Marty Davis | 6-1 3-6 6-3 |
| David Wheaton | d. | Scott Davis | 6-1 6-4 |
| Jim Courier | d. | Sammy Giammalva Jr | 6-2 6-2 |
| Dan Goldie | d. | Ken Flach | 6-7 6-1 7-6 |
| Brad Gilbert | d. | Gianluca Pozzi | 6-1 6-2 |
| Wally Masur | d. | Pieter Aldrich | 3-6 6-3 6-4 |
| Glenn Layendecker | d. | Paul Annacone | 6-4 7-6 |
| Grant Connell | d. | Amos Mansdorf | 6-3 7-6 |
| Andrew Sznajder | d. | Jay Berger | 6-2 2-6 6-3 |
| Robert Seguso | d. | Tim Wilkison | 6-3 6-2 |
| Jim Pugh | d. | Chris Pridham | 3-6 7-5 7-6 |
| Jared Palmer | d. | Kevin Curren | 6-4 6-3 |
| Jim Grabb | d. | Yannick Noah | 6-1 6-4 |
| Johan Kriek | d. | Steve Bryan | 1-6 6-4 7-6 |
| Derrick Rostagno | d. | Tim Donovan | 7-6 7-5 |
| Michael Chang | d. | Johan Carlsson | 7-5 6-3 |