| Singles | |
|---|---|
| 1994 Virginia Slims of Chicago | |
| 1993 Champion |  Monica Seles |
| Champion |  Natasha Zvereva |
| Runner-up |  Chanda Rubin |
| Score | 6–3, 7–5 |
Monica Seles was the defending champion but did not compete that year.
Natasha Zvereva won in the final 6–3, 7–5 against Chanda Rubin.
A champion seed is indicated in bold text while text in italics indicates the round in which that seed was eliminated. The top four seeds received a bye to the second round.
Martina Navratilova (quarterfinals) Lindsay Davenport (quarterfinals)
Helena Suková (second round) Zina Garrison-Jackson (quarterfinals)
Magdalena Maleeva (semifinals) Natasha Zvereva (champion) Lori McNeil (semifinals) Ann Grossman (first round)| Final | ||||||
| Chanda Rubin | 3 | 5 | ||||
| 6 | Natasha Zvereva | 6 | 7 | |||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | M Navratilova | 6 | 6 | ||||||||||||||||||||||||
| Q | A Keller | 6 | 6 | Q | A Keller | 2 | 4 | ||||||||||||||||||||
| Q | A Creek | 1 | 1 | 1 | M Navratilova | 4 | 3 | ||||||||||||||||||||
| LL |  S Amiach | 4 | 2 | r | 5 | M Maleeva | 6 | 6 | |||||||||||||||||||
| M Werdel | 6 | 3 | M Werdel | 4 | 4 | ||||||||||||||||||||||
| T Whitlinger | 2 | 7 | 2 | 5 | M Maleeva | 6 | 6 | ||||||||||||||||||||
| 5 | M Maleeva | 6 | 5 | 6 | 5 | M Maleeva | 6 | 0 | r | ||||||||||||||||||
| C Rubin | 7 | 2 | |||||||||||||||||||||||||
| 3 | H Suková | 6 | 6 | 4 | |||||||||||||||||||||||
| S Cacic | 6 | 6 | S Cacic | 4 | 7 | 6 | |||||||||||||||||||||
 H Kelesi | 3 | 4 | S Cacic | 4 | 0 | ||||||||||||||||||||||
| Q |  E Brioukhovets | 4 | 4 | C Rubin | 6 | 6 | |||||||||||||||||||||
| C Rubin | 6 | 6 | C Rubin | 6 | 2 | 6 | |||||||||||||||||||||
| K Po | 6 | 6 | K Po | 2 | 6 | 2 | |||||||||||||||||||||
| 8 | A Grossman | 1 | 4 | ||||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | N Zvereva | 6 | 6 | ||||||||||||||||||||||||
| S Stafford | 3 | 2 | 6 | N Zvereva | 6 | 3 | 6 | ||||||||||||||||||||
 B Schultz | 6 | 6 | B Schultz | 3 | 6 | 1 | |||||||||||||||||||||
| WC | J Steven | 4 | 3 | 6 | N Zvereva | 6 | 6 | ||||||||||||||||||||
| G Fernández | 6 | 7 | 4 | Z Garrison-Jackson | 2 | 3 | |||||||||||||||||||||
 A Gavaldón | 4 | 5 | G Fernández | 7 | 2 | 4 | |||||||||||||||||||||
| 4 | Z Garrison-Jackson | 6 | 6 | 6 | |||||||||||||||||||||||
| 6 | N Zvereva | 6 | 7 | ||||||||||||||||||||||||
| 7 | L McNeil | 7 | 7 | 7 | L McNeil | 3 | 6 | ||||||||||||||||||||
| Q | N Arendt | 5 | 5 | 7 | L McNeil | 6 | 5 | 6 | |||||||||||||||||||
 R Fairbank-Nideffer | 3 | 4 | L Harvey-Wild | 3 | 7 | 2 | |||||||||||||||||||||
| L Harvey-Wild | 6 | 6 | 7 | L McNeil | 7 | 6 | |||||||||||||||||||||
| A Frazier | 6 | 6 | 2 | L Davenport | 6 | 2 | |||||||||||||||||||||
| WC | A Miller | 4 | 2 | A Frazier | 3 | 5 | |||||||||||||||||||||
| 2 | L Davenport | 6 | 7 | ||||||||||||||||||||||||
Meredith McGrath and Larisa Savchenko were the defending champions but only Savchenko competed that year with Katrina Adams.
Natasha Zvereva was the defending champion but lost in the second round to Lisa Raymond.
Steffi Graf was the defending champion but did not compete that year.
Lori McNeil and Arantxa Sánchez Vicario were the defending champions but they lost in the second round to Laurence Courtois and Irina Spîrlea.
Mary Joe Fernández and Natasha Zvereva were the defending champions and won in the final 3–6, 7–6, 6–4 against Conchita Martínez and Patricia Tarabini.
Gigi Fernández and Natasha Zvereva were the defending champions but lost in the quarterfinals to Amanda Coetzer and Inés Gorrochategui.
Gigi Fernández and Natasha Zvereva were the defending champions but lost in the final 0–6, 6–3, 6–4 against Jana Novotná and Arantxa Sánchez Vicario.
Jana Novotná and Arantxa Sánchez Vicario were the defending champions but did not compete that year.
Julie Halard and Nathalie Tauziat were the defending champions but lost in the semifinals to Larisa Neiland and Gabriela Sabatini.
Larisa Neiland and Jana Novotná were the defending champions but competed with different partners that year, Neiland with Elizabeth Smylie and Novotná with Arantxa Sánchez Vicario.
Helena Suková was the defending champion but lost in the second round to Pascale Paradis.
Martina Navratilova was the defending champion but lost in the semifinals to Natasha Zvereva.
Larisa Savchenko and Natasha Zvereva were the defending champions and won in the final 7–5, 5–7, 6–0 against Leila Meskhi and Svetlana Parkhomenko.
Lindsay Davenport and Natasha Zvereva were the defending champions and won in the final 6–4, 2–6, 6–4 against Alexandra Fusai and Nathalie Tauziat.
Lindsay Davenport and Jana Novotná were the defending champions but they competed with different partners that year, Davenport with Natasha Zvereva and Novotná with Chanda Rubin.
Pam Shriver was the defending champion but lost in the semifinals to Natasha Zvereva.
The 1988 Virginia Slims of New England Women's single tennis tournament was won by Martina Navratilova. Pam Shriver was the defending champion but lost in the second round.
Pam Shriver and Natasha Zvereva were the defending champions for the women's doubles. In 1992, they competed with different partners, Shriver with Martina Navratilova and Zvereva with Gigi Fernández.
Gigi Fernández and Natasha Zvereva were the defending champions but lost in the semifinals to Arantxa Sánchez Vicario and Helena Suková. With this loss, they missed out on the 1993 Calendar Grand Slam in Women's Doubles.
Martina Hingis and Jana Novotná defeated the defending champion Natasha Zvereva and her partner Lindsay Davenport in the final, 6–1, 7–6(7–4) to win the women's doubles tennis title at the 1998 French Open. They did not drop a single set en route to the title. It was the second step in an eventual Grand Slam for Hingis.