Two-time defending champion Pete Sampras defeated Andre Agassi in the final, 6–3, 6–4, 7–5 to win the gentlemen's singles tennis title at the 1999 Wimbledon Championships. It was his record-breaking sixth Wimbledon title (surpassing Björn Borg's Open Era record) and record-equalling twelfth major singles title overall (matching Roy Emerson's all-time record). Sampras' victory over Agassi in the final is often cited as one of the greatest performances in a Wimbledon final. However, despite his victory, Sampras lost the world No. 1 ranking to Agassi, who had recently won the French Open and was attempting to complete the Channel Slam. This tournament marked the last major appearance for former world No. 1 and three-time Wimbledon champion Boris Becker, and marked the first Wimbledon appearances for future champions Lleyton Hewitt and Roger Federer.

Seeds

🇺🇸 Pete Sampras (champion) 🇦🇺 Patrick Rafter (semifinals) 🇷🇺 Yevgeny Kafelnikov (third round, retired due to a hamstring injury) 🇺🇸 Andre Agassi (final) Richard Krajicek (third round) 🇬🇧 Tim Henman (semifinals) 🇦🇺 Mark Philippoussis (quarterfinals, retired due to a left knee injury) 🇺🇸 Todd Martin (quarterfinals) 🇬🇧 Greg Rusedski (fourth round) Goran Ivanišević (fourth round) 🇧🇷 Gustavo Kuerten (quarterfinals) 🇪🇸 Carlos Moyá (second round) 🇸🇰 Karol Kučera (fourth round) 🇩🇪 Tommy Haas (third round) 🇩🇪 Nicolas Kiefer (second round) 🇪🇸 Félix Mantilla (second round)

Qualifying

Draw

Finals

Top half

Section 1

Section 2

Section 3

Section 4

Bottom half

Section 5

Section 6

Section 7

Section 8