1999 US Open – Men's singles qualifying

Men's singles qualifying
1999 US Open

The 1999 US Open – Men'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 men's singles tournament, and, if necessary, the lucky losers.

This was the last qualifying pre-tournament appearance of future World No. 1 Roger Federer. He lost in the second round to fellow countryman Ivo Heuberger.