Chicago 1987 ATP
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Tim Mayotte | m. | David Pate | 6-4 6-2 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| David Pate | m. | Bill Scanlon | 6-3 6-2 |
| Tim Mayotte | m. | Eliot Teltscher | 3-6 7-5 6-2 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| David Pate | m. | Mel Purcell | 7-5 6-4 |
| Bill Scanlon | m. | Scott Davis | 6-3 6-3 |
| Tim Mayotte | m. | Peter Fleming | 6-2 6-3 |
| Eliot Teltscher | m. | Jimmy Connors | 6-3 6-1 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Mel Purcell | m. | Yannick Noah | 6-4 6-2 |
| David Pate | m. | Paul Annacone | 7-6 6-2 |
| Bill Scanlon | m. | Brad Gilbert | 7-5 6-4 |
| Scott Davis | m. | Sammy Giammalva Jr | 2-6 6-3 6-2 |
| Peter Fleming | m. | Johan Kriek | 7-6 6-4 |
| Tim Mayotte | m. | Todd Nelson | 6-4 6-7 6-3 |
| Eliot Teltscher | m. | Christo Van Rensburg | 6-3 6-2 |
| Jimmy Connors | m. | Dan Goldie | 6-1 0-6 6-1 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Yannick Noah | m. | Peter Lundgren | 0-6 7-5 6-4 |
| Mel Purcell | m. | Barry Moir | 6-2 3-6 6-3 |
| Paul Annacone | m. | Jim Grabb | 6-3 6-2 |
| David Pate | m. | Brad Pearce | 6-2 6-4 |
| Brad Gilbert | m. | Kelly Evernden | 6-3 6-2 |
| Bill Scanlon | m. | Rick Leach | 6-3 6-4 |
| Sammy Giammalva Jr | m. | Eric Korita | 6-3 6-4 |
| Scott Davis | m. | Christo Steyn | 6-3 6-2 |
| Johan Kriek | m. | Marcel Freeman | 6-3 7-6 |
| Peter Fleming | m. | Eddie Edwards | 6-1 7-6 |
| Todd Nelson | m. | Gary Donnelly | 6-1 6-4 |
| Tim Mayotte | m. | Derrick Rostagno | 6-1 6-1 |
| Christo Van Rensburg | m. | Kelly Jones | 6-3 7-5 |
| Eliot Teltscher | m. | Steve Devries | 6-2 6-4 |
| Dan Goldie | m. | Glenn Layendecker | 6-4 6-3 |
| Jimmy Connors | m. | Todd Witsken | 6-7 6-2 2-1 RET |