See main article: 1999 Waldbaum's Hamlet Cup.
The 1999 Waldbaum's Hamlet Cup was a men's tennis tournament played on Hard courts in Long Island, United States that was part of the International Series of the 1999 ATP Tour. It was the nineteenth edition of the tournament and was held from 23–29 August 1999.
Patrick Rafter was the defending champion, but did not compete this year.
Magnus Norman won the title by defeating Àlex Corretja 7–6(7–4), 4–6, 6–3 in the final.[1]
Champion seeds are indicated in bold text while text in italics indicates the round in which those seeds were eliminated.