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1999 Colonial Classic – Draw

Main article: Colonial Classic

Mark Philippoussis was the defending Tennis champion, but Thomas Enqvist defeated him 6–4, 6–1, in the final.

Players

  1. USA Andre Agassi (semifinals, third place)
  2. GBR Tim Henman (first round, eighth place)
  3. RUS Yevgeny Kafelnikov (first round, fifth place)
  4. CRO Goran Ivanišević (first round, withdrew due to a back injury)
  5. CZE Petr Korda (first round, sixth place)
  6. AUS Mark Philippoussis (final, second place)
  7. SWE Thomas Enqvist (champion, first place)
  8. USA Michael Chang (semifinals, fourth place)
  9. SWE Mikael Tillström (replaced Goran Ivanišević, seventh place)

Draw

Main draw

| team-width=175 | RD1-seed1=1 | RD1-team1=USA Andre Agassi | RD1-score1-1=6 | RD1-score1-2=6 | RD1-score1-3= | RD1-seed2=5 | RD1-team2=CZE Petr Korda | RD1-score2-1=2 | RD1-score2-2=1 | RD1-score2-3= | RD1-seed3=4 | RD1-team3=CRO Goran Ivanišević | RD1-score3-1=64 | RD1-score3-2=65 | RD1-score3-3= | RD1-seed4=7 | RD1-team4=SWE Thomas Enqvist | RD1-score4-1=77 | RD1-score4-2=77 | RD1-score4-3= | RD1-seed5=6 | RD1-team5=AUS Mark Philippoussis | RD1-score5-1=2 | RD1-score5-2=6 | RD1-score5-3=6 | RD1-seed6=3 | RD1-team6=RUS Yevgeny Kafelnikov | RD1-score6-1=6 | RD1-score6-2=4 | RD1-score6-3=4 | RD1-seed7=8 | RD1-team7=USA Michael Chang | RD1-score7-1=65 | RD1-score7-2=6 | RD1-score7-3=7 | RD1-seed8=2 | RD1-team8=GBR Tim Henman | RD1-score8-1=77 | RD1-score8-2=3 | RD1-score8-3=5 | RD2-seed1=1 | RD2-team1=USA Andre Agassi | RD2-score1-1=3 | RD2-score1-2=61 | RD2-score1-3= | RD2-seed2=7 | RD2-team2=SWE Thomas Enqvist | RD2-score2-1=6 | RD2-score2-2=77 | RD2-score2-3= | RD2-seed3=6 | RD2-team3=AUS Mark Philippoussis | RD2-score3-1=62 | RD2-score3-2=7 | RD2-score3-3=6 | RD2-seed4=8 | RD2-team4=USA Michael Chang | RD2-score4-1=77 | RD2-score4-2=5 | RD2-score4-3=3 | RD3-seed1=7 | RD3-team1=SWE Thomas Enqvist | RD3-score1-1=6 | RD3-score1-2=6 | RD3-score1-3= | RD3-seed2=6 | RD3-team2=AUS Mark Philippoussis | RD3-score2-1=4 | RD3-score2-2=1 | RD3-score2-3= | 3rd-seed1=1 | 3rd-team1=USA Andre Agassi | 3rd-score1-1=6 | 3rd-score1-2=6 | 3rd-score1-3= | 3rd-seed2=8 | 3rd-team2=USA Michael Chang | 3rd-score2-1=3 | 3rd-score2-2=2 | 3rd-score2-3=

Play-offs

| team-width=175 | RD1-seed1=5 | RD1-team1=CZE Petr Korda | RD1-score1-1=711 | RD1-score1-2=6 | RD1-score1-3= | RD1-seed2=4 | RD1-team2=CRO Goran Ivanišević | RD1-score2-1=69 | RD1-score2-2=2 | RD1-score2-3= | RD1-seed3=3 | RD1-team3=RUS Yevgeny Kafelnikov | RD1-score3-1=6 | RD1-score3-2=1 | RD1-score3-3=6 | RD1-seed4=2 | RD1-team4=GBR Tim Henman | RD1-score4-1=2 | RD1-score4-2=6 | RD1-score4-3=2 | RD2-seed1=5 | RD2-team1=CZE Petr Korda | RD2-score1-1=6 | RD2-score1-2=1 | RD2-score1-3=2 | RD2-seed2=3 | RD2-team2=RUS Yevgeny Kafelnikov | RD2-score2-1=1 | RD2-score2-2=6 | RD2-score2-3=6 | 3rd-seed1=9 | 3rd-team1=SWE Mikael Tillström | 3rd-score1-1=7 | 3rd-score1-2=6 | 3rd-score1-3= | 3rd-seed2=2 | 3rd-team2=GBR Tim Henman | 3rd-score2-1=5 | 3rd-score2-2=1 | 3rd-score2-3=

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