Chicago
| Year | Period | Type | Winner |
|---|---|---|---|
| 1997 | 02 Nov - 09 Nov | WTA | Lindsay Davenport |
| 1996 | 27 Oct - 03 Nov | WTA | Jana Novotna |
| 1991 | 25 Feb - 04 Mar | ATP | John McEnroe |
| 1987 | 30 Mar - 06 Apr | ATP | Tim Mayotte |
| 1986 | 24 Mar - 31 Mar | ATP | Boris Becker |
| 1985 | 01 Apr - 08 Apr | ATP | Jimmy Connors |
| 1975 | 20 Jul - 20 Jul | ATP | Roscoe Tanner |
| 1974 | 22 Jul - 22 Jul | ATP | Stan Smith |
| 1973 | 26 Feb - 26 Feb | ATP | Arthur Ashe |
| 1973 | 30 Sep - 30 Sep | ATP | Tom Okker |
| 1972 | 16 Mar - 16 Mar | ATP | Tom Okker |
| 1971 | 28 Apr - 28 Apr | ATP | John Newcombe |