Defending champion Venus Williams defeated her sister Serena Williams in the final, 6–1, 4–6, 6–4 to win the women's singles tennis title at the 1999 Miami Open. It was the pair's first meeting in a tournament final.

Seeds

All seeds received a bye to the second round.

Draw

Finals

Top half

Section 1

Section 2

Section 3

Section 4

Bottom half

Section 5

Section 6

Section 7

Section 8

Qualifying

Seeds

Qualifiers

Lucky losers Christína Papadáki

Qualifying draw

First qualifier

Second qualifier

Third qualifier

Fourth qualifier

Fifth qualifier

Sixth qualifier

Seventh qualifier

Eighth qualifier

References 1999 Lipton Championships Draw