Chicago
OthersATP 250
Chicago
Chicago-2
1973–1975, 1985–1987, 1991
HardCarpet
| Edition | Name | Category | Surface | Draw | Champion | Finalist | Score |
|---|---|---|---|---|---|---|---|
| 1991 | Chicago | 250 | Carpet | 32 |  John McEnroe | Patrick McEnroe | 3-6 6-2 6-4 |
| 1987 | Chicago | 8 | Carpet | 32 | Tim Mayotte | David Pate | 6-4 6-2 |
| 1986 | Chicago | 8 | Carpet | 32 |  Boris Becker | Ivan Lendl | 7-6 6-3 |
| 1985 | Chicago | 8 | Carpet | 32 | John McEnroe | Jimmy Connors | W/O |
| 1975 | Chicago | E | Carpet | 32 | Roscoe Tanner |  John Alexander | 6-1 6-7 7-6 |
| 1974 | Chicago | E | Carpet | 32 | Stan Smith | Marty Riessen | 3-6 6-1 6-4 |
| 1973 | Chicago-2 | E | Hard | 32 |  Tom Okker | John Newcombe | 3-6 7-6 6-3 |