Yevgeny Kafelnikov defeated Thomas Enqvist in the final, 4–6, 6–0, 6–3, 7–6(7–1) to win the men's singles tennis title at the 1999 Australian Open. It was his second and last major singles title, after his win at the 1996 French Open. With the win, Kafelnikov became the first Russian (male or female) to win an Australian Open singles title. Petr Korda was the defending champion, but lost in the third round to Todd Martin.

Seeds

• Marcelo Ríos (withdrew due to hamstring injury) • 🇪🇸 Àlex Corretja (second round) • 🇦🇺 Patrick Rafter (third round) • 🇪🇸 Carlos Moyá (first round) • 🇺🇸 Andre Agassi (fourth round) • 🇬🇧 Tim Henman (third round) • 🇸🇰 Karol Kučera (quarterfinals) • 🇬🇧 Greg Rusedski (second round) • 🇳🇱 Richard Krajicek (third round) • 🇷🇺 Yevgeny Kafelnikov (champion) • Goran Ivanišević (withdrew due to shoulder injury) • 🇪🇸 Albert Costa (first round) • 🇫🇷 Cédric Pioline (first round) • 🇦🇺 Mark Philippoussis (fourth round) • 🇺🇸 Todd Martin (quarterfinals) • 🇸🇪 Thomas Johansson (first round)

Qualifying draw

Draw

Finals

Top half

Section 1

Section 2

Section 3

Section 4

Bottom half

Section 5

Section 6

Section 7

Section 8