The 1999 US Open – Women's singles qualifying was a series of tennis matches that took place from August 23 to 26, 1999 to determine the sixteen qualifiers into the main draw of the women's singles tournament, and, if necessary, the lucky losers.

Seeds

Qualifiers

Qualifying draw

First qualifier

Second qualifier

Third qualifier

Fourth qualifier

Fifth qualifier

Sixth qualifier

Seventh qualifier

Eighth qualifier

Ninth qualifier

Tenth qualifier

Eleventh qualifier

Twelfth qualifier

Thirteenth qualifier

Fourteenth qualifier

Fifteenth qualifier

Sixteenth qualifier

References 1999 US Open – Women's draws and results at the International Tennis Federation