Singles
1988 Virginia Slims of Chicago
1987 Champion	Martina Navratilova
Champion	Martina Navratilova
Runner-up	Chris Evert
Score	6–2, 6–2
Seeds	8

Two-time defending champion Martina Navratilova defeated Chris Evert in the final, 6–2, 6–2 to win the singles tennis title at the 1988 Virginia Slims of Chicago. This was the 80th and the last time these two legends faced each other in a professional match, with Navratilova ending their rivalry 43–37 in her favour.

Seeds

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.

Draw

Final

	Final
	1	Martina Navratilova	6	6
	2	Chris Evert	2	2

Section 1

	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

Section 2

	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

See also

• Evert–Navratilova rivalry

References

• 1988 Virginia Slims of Chicago Draw