Chicago 1990 WTA
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Martina Navratilova | m. | Manuela Maleeva Fragniere | 6-3 6-2 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Martina Navratilova | m. | Pam Shriver | 6-4 6-3 |
| Manuela Maleeva Fragniere | m. | Zina Garrison | 6-2 6-0 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Martina Navratilova | m. | Tami Whitlinger Jones | 6-0 6-1 |
| Pam Shriver | m. | Linda Wild | 6-1 6-2 |
| Manuela Maleeva Fragniere | m. | Rosalyn Fairbank | 6-1 6-0 |
| Zina Garrison | m. | Nathalie Tauziat | 6-3 7-5 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Martina Navratilova | m. | Anne White | 6-0 6-0 |
| Tami Whitlinger Jones | m. | Kathy Rinaldi Stunkel | 0-6 6-4 6-3 |
| Linda Wild | m. | Nicole Bradtke | 6-4 6-4 |
| Pam Shriver | m. | Susan Sloane Lundy | 6-3 6-4 |
| Manuela Maleeva Fragniere | m. | Patty Fendick | 6-4 7-5 |
| Rosalyn Fairbank | m. | Claudia Kohde Kilsch | 6-3 3-6 6-3 |
| Nathalie Tauziat | m. | Laura Arraya | 6-1 6-7 7-5 |
| Zina Garrison | m. | Lori Mcneil | 6-3 6-2 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Martina Navratilova | m. | Andrea Temesvari | 6-1 6-3 |
| Anne White | m. | Audra Keller | 7-6 7-6 |
| Tami Whitlinger Jones | m. | Hu Na | 3-6 6-3 6-1 |
| Kathy Rinaldi Stunkel | m. | Natalia Zvereva | 7-5 3-6 6-1 |
| Linda Wild | m. | Arantxa Sanchez Vicario | 6-3 7-6 |
| Nicole Bradtke | m. | Ann Grossman | 1-6 6-1 7-6 |
| Susan Sloane Lundy | m. | Linda Ferrando | 7-5 7-6 |
| Pam Shriver | m. | Ann Henricksson | 6-2 6-2 |
| Manuela Maleeva Fragniere | m. | Louise Allen | 6-3 6-3 |
| Patty Fendick | m. | Anne Smith | 6-3 1-6 6-4 |
| Claudia Kohde Kilsch | m. | Anne Minter | 3-6 6-3 6-1 |
| Rosalyn Fairbank | m. | Monica Seles | 6-3 6-4 |
| Laura Arraya | m. | Gretchen Magers | 6-1 6-7 6-4 |
| Nathalie Tauziat | m. | Isabel Cueto | 6-4 6-1 |
| Lori Mcneil | m. | Terry Phelps | 7-5 7-6 |
| Zina Garrison | m. | Mary Pierce | 6-4 6-4 |
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0