1999 Australian Open – Boys' singles

Julien Jeanpierre was the defending champion, but did not compete this year. Danish first seed Kristian Pless won the title, defeating Russian ninth seed Mikhail Youzhny in the final, 6–4, 6–3.

Seeds
• # Kristian Pless (champion)

• # 🇫🇮 Jarkko Nieminen (third round)

• # 🇨🇿 Ladislav Chramosta (second round)

• # 🇫🇷 Éric Prodon (quarterfinals)

• # 🇨🇿 Jaroslav Levinský (semifinals)

• # 🇦🇹 Jürgen Melzer (third round)

• # 🇺🇸 Andy Roddick (third round)

• # 🇫🇷 Jean-Christophe Faurel (quarterfinals)

• # 🇷🇺 Mikhail Youzhny (final)

• # 🇺🇸 David Martin (second round)

• # 🇺🇸 Simone Amorico (quarterfinals)

• # 🇸🇪 Joachim Johansson (third round)

• # Andrew McDade (third round)

• # 🇬🇧 Mark Hilton (second round)

• # 🇮🇹 Francesco Aldi (semifinals)

• # 🇺🇸 Alex Bogomolov Jr. (second round)