1999 Great American Insurance ATP Championships – Singles
| Singles | |
|---|---|
| 1999 Great American Insurance ATP Championships | |
| Champion |
 Pete Sampras
|
| Runner-up |
 Patrick Rafter
|
| Final score | 7–6(9–7), 6–3 |
Patrick Rafter was the defending champion, but lost in the final this year.
Pete Sampras won the title, defeating Rafter 7–6(9–7), 6–3 in the final.
The top eight seeds received a bye to the second round.
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