Pete Sampras defeated Andre Agassi in the final, 6–1, 7–5, 6–4 to win the singles tennis title at the 1999 Tennis Masters Cup. It was his fifth and last Tour Finals title.
Àlex Corretja was the reigning champion, but did not qualify.
Seeds
Draw
Finals
White group Standings are determined by: 1. number of wins; 2. number of matches; 3. in two-players-ties, head-to-head records; 4. in three-players-ties, percentage of sets won, or of games won; 5. steering-committee decision.
Red group Standings are determined by: 1. number of wins; 2. number of matches; 3. in two-players-ties, head-to-head records; 4. in three-players-ties, percentage of sets won, or of games won; 5. steering-committee decision.
See also ATP World Tour Finals appearances
References