1999 Hall of Fame Tennis Championships – Singles

Leander Paes was the defending champion, but lost in the quarterfinals to Wayne Arthurs.

Chris Woodruff won the title by defeating Kenneth Carlsen 6–7(5–7), 6–4, 6–4 in the final.

Seeds
• # Wayne Ferreira (second round)

• # 🇦🇺 Jason Stoltenberg (first round)

• # 🇩🇪 David Prinosil (second round)

• # 🇦🇺 Andrew Ilie (quarterfinals)

• # 🇦🇲 Sargis Sargsian (second round)

• # 🇺🇸 Justin Gimelstob (first round)

• # 🇨🇦 Daniel Nestor (second round)

• # 🇨🇦 Sébastien Lareau (first round)