1999 Waldbaum's Hamlet Cup – Singles

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.

Seeds
Champion seeds are indicated in bold text while text in italics indicates the round in which those seeds were eliminated. • #🇷🇺 Yevgeny Kafelnikov (quarterfinals)

• #🇪🇸 Àlex Corretja (final)

• #🇪🇸 Carlos Moyá (first round)

• #Unknown (withdrew)

• #🇳🇱 Richard Krajicek (second round)

• #🇸🇪 Thomas Johansson (quarterfinals, withdrew)

• #🇸🇪 Thomas Enqvist (quarterfinals)

• #🇪🇸 Albert Costa (first round)

Qualifying seeds
• # 🇦🇷 Mariano Puerta (qualifying competition, retired, Lucky loser)

• # 🇩🇪 Bernd Karbacher (qualified)

• # Roger Federer (second round)

• # 🇨🇿 Martin Damm (qualified)

• # Wayne Black (qualifying competition)

• # 🇪🇸 Jacobo Díaz (first round)

• # Nicolás Massú (first round)

• # 🇨🇿 Tomáš Zíb (second round)

Qualifiers
• # 🇺🇸 Kevin Kim

• # 🇩🇪 Bernd Karbacher

• # Eric Taino

• # 🇨🇿 Martin Damm

Lucky loser

 * 1) 🇦🇷 Mariano Puerta