| Singles | |
|---|---|
| 1988 Virginia Slims of Chicago | |
| 1987 Champion |  Martina Navratilova |
| Champion | Martina Navratilova |
| Runner-up | Chris Evert |
| Final score | 6–2, 6–2 |
| Seeds | 8 |
First-seeded Martina Navratilova was the defending champion and won in the final 6–2, 6–2 against Chris Evert. This was the 80th and the last time these two legends faced each other in a professional match with Navratilova ending the rivalry 43–37 in her favour.
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 (champion) Chris Evert (final)
Gabriela Sabatini (quarterfinals)
Manuela Maleeva (semifinals)
Helena Suková (semifinals)
Natasha Zvereva (second round) Zina Garrison (quarterfinals)
Claudia Kohde-Kilsch (first round)| Final | ||||||
| 1 | Martina Navratilova | 6 | 6 | |||
| 2 | Chris Evert | 2 | 2 | |||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | M Navratilova | 6 | 6 | ||||||||||||||||||||||||
 H Kelesi | 4 | 6 | 6 | Q | A Frazier | 0 | 3 | ||||||||||||||||||||
| Q | A Frazier | 6 | 4 | 7 | 1 | M Navratilova | 6 | 6 | |||||||||||||||||||
| LL | H Ludloff | 6 | 4 | 7 | Z Garrison | 3 | 3 | ||||||||||||||||||||
| P Louie-Harper | 7 | 6 | P Louie-Harper | 3 | 2 | ||||||||||||||||||||||
| H Cioffi | 3 | 3 | 7 | Z Garrison | 6 | 6 | |||||||||||||||||||||
| 7 | Z Garrison | 6 | 6 | 1 | M Navratilova | 6 | 6 | ||||||||||||||||||||
| 5 | H Suková | 4 | 3 | ||||||||||||||||||||||||
| 3 | G Sabatini | 6 | 6 | ||||||||||||||||||||||||
| K Rinaldi | 6 | 6 | K Rinaldi | 0 | 2 | ||||||||||||||||||||||
| G Fernández | 2 | 3 | 3 | G Sabatini | 3 | 6 | 2 | ||||||||||||||||||||
| L Allen | 3 | 6 | 2 | 5 | H Suková | 6 | 2 | 6 | |||||||||||||||||||
| W White | 6 | 4 | 6 | W White | 4 | 4 | |||||||||||||||||||||
| Q | C Cunningham | 2 | 1 | 5 | H Suková | 6 | 6 | ||||||||||||||||||||
| 5 | H Suková | 6 | 6 | ||||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | N Zvereva | 6 | 6 | ||||||||||||||||||||||||
 A Gavaldón | 1 | 0 | 6 | N Zvereva | 3 | 3 | |||||||||||||||||||||
| A Grossman | 6 | 6 | A Grossman | 6 | 6 | ||||||||||||||||||||||
| Q | M L Daniels | 4 | 3 | A Grossman | 2 | 1 | |||||||||||||||||||||
| A Smith | 6 | 6 | 4 | M Maleeva | 6 | 6 | |||||||||||||||||||||
| Q | S Stafford | 3 | 4 | A Smith | 6 | 2 | |||||||||||||||||||||
| 4 | M Maleeva | 7 | 6 | ||||||||||||||||||||||||
| 4 | M Maleeva | 4 | 6 | 2 | |||||||||||||||||||||||
| 8 | C Kohde-Kilsch | 4 | 1 | 2 | C Evert | 6 | 2 | 6 | |||||||||||||||||||
| L McNeil | 6 | 6 | L McNeil | 7 | 3 | 2 | |||||||||||||||||||||
 R Fairbank | 2 | 7 | 6 | R Fairbank | 5 | 6 | 6 | ||||||||||||||||||||
 W Turnbull | 6 | 6 | 2 | R Fairbank | 0 | 2 | |||||||||||||||||||||
| L Savchenko | 6 | 4 | 6 | 2 | C Evert | 6 | 6 | ||||||||||||||||||||
| S Rehe | 3 | 6 | 7 | S Rehe | |||||||||||||||||||||||
| 2 | C Evert | w/o | |||||||||||||||||||||||||
Defending champion Chris Evert successfully defended her title, defeating Martina Navratilova in the final, 2–6, 6–3, 6–3 to win the women's singles tennis title at the 1986 French Open. It was her seventh French Open singles title and her 18th and final major singles title overall, an Open Era record. It also marked the 13th consecutive year in which Evert won a major, another Open Era record. The final between Evert and Navratilova was their third successive final at the French Open.
Martina Navratilova defeated the defending champion Chris Evert Lloyd in the final, 6–1, 3–6, 6–2 to win the ladies' singles tennis title at the 1982 Wimbledon Championships. It was her third Wimbledon singles title and fifth major singles title overall.
Three-time defending champion Martina Navratilova successfully defended her title, defeating Chris Evert Lloyd in a rematch of the previous year's final, 4–6, 6–3, 6–2 to win the ladies' singles tennis title at the 1985 Wimbledon Championships. It was her sixth Wimbledon singles title and twelfth major singles title overall. It marked Evert's seventh runner-up finish at Wimbledon, the joint-most at a major.
Martina Navratilova won in the final 6–2, 6–4 against Chris Evert-Lloyd.
Martina Navratilova was the defending champion and won in the final 6–4, 6–0 against Chris Evert-Lloyd.
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