Chicago 1991 ATP
Final
| Winner | Loser | Score | |
|---|---|---|---|
| John McEnroe | d. | Patrick McEnroe | 3-6 6-2 6-4 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| John McEnroe | d. | Malivai Washington | 7-6(6) 6-7(3) 6-4 |
| Patrick McEnroe | d. | Grant Connell | 4-6 6-4 6-4 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| John McEnroe | d. | Alexander Mronz | W/O |
| Malivai Washington | d. | Udo Riglewski | 4-6 6-3 6-0 |
| Grant Connell | d. | Jaime Yzaga | 6-4 6-4 |
| Patrick McEnroe | d. | Richey Reneberg | 6-1 7-6(3) |
Round of 16
| Winner | Loser | Score | |
|---|---|---|---|
| John McEnroe | d. | Ramesh Krishnan | 7-5 6-3 |
| Alexander Mronz | d. | Gary Muller | 7-6(6) 6-3 |
| Malivai Washington | d. | Petr Korda | 6-4 7-6(5) |
| Udo Riglewski | d. | Veli Paloheimo | 7-6(6) 6-3 |
| Jaime Yzaga | d. | Kevin Curren | 6-1 3-6 6-4 |
| Grant Connell | d. | Luiz Mattar | 6-1 6-7(3) 6-3 |
| Patrick McEnroe | d. | Nicolas Pereira | 6-4 7-6(3) |
| Richey Reneberg | d. | David Pate | 6-3 7-6(2) |
Round of 32
| Winner | Loser | Score | |
|---|---|---|---|
| John McEnroe | d. | Gilad Bloom | 6-2 6-1 |
| Ramesh Krishnan | d. | Aki Rahunen | 6-1 6-4 |
| Alexander Mronz | d. | Michael Robertson | 6-2 6-1 |
| Gary Muller | d. | Jean Philippe Fleurian | 6-4 6-4 |
| Petr Korda | d. | Peter Lundgren | 7-6(5) 6-1 |
| Malivai Washington | d. | Marian Vajda | 6-1 6-1 |
| Udo Riglewski | d. | Scott Davis | 6-3 7-6(0) |
| Veli Paloheimo | d. | Marcelo Filippini | 6-3 2-6 6-2 |
| Kevin Curren | d. | Tomas Carbonell | 6-3 6-7(3) 6-2 |
| Jaime Yzaga | d. | Jimmy Connors | 6-3 6-0 |
| Grant Connell | d. | Jim Grabb | 6-1 6-4 |
| Luiz Mattar | d. | Grant Stafford | 6-3 6-3 |
| Patrick McEnroe | d. | Brad Pearce | 6-1 6-7(7) 7-6(4) |
| Nicolas Pereira | d. | Ken Flach | 6-7(6) 7-5 6-4 |
| David Pate | d. | Luis Herrera | 6-3 6-2 |
| Richey Reneberg | d. | Todd Martin | 2-6 7-6(4) 6-3 |