1999 Great American Insurance ATP Championships – Singles
# 1999 Great American Insurance ATP Championships – Singles

Pete Sampras defeated the defending champion Patrick Rafter in a rematch of the previous year's final, $7–6^{(9–7)},$ 6–3 to win the singles tennis title at the 1999 Cincinnati Masters.

## Seeds

The top eight seeds received a bye to the second round.

* Pete Sampras (champion)
* Patrick Rafter (final)
* Andre Agassi (semifinals)
* Yevgeny Kafelnikov (semifinals)
* Tim Henman (quarterfinals)
* Gustavo Kuerten (quarterfinals)
* Richard Krajicek (quarterfinals)
* Álex Corretja (second round)
* Todd Martin (second round)
* Carlos Moyà (first round)
* Tommy Haas (third round)
* Nicolas Kiefer (third round)
* Thomas Enqvist (second round)
* Álbert Costa (second round)
* Nicolás Lapentti (third round)
* Thomas Johansson (first round, retired)

## Draw

### Key

* Q = Qualifier
* WC = Wild card
* LL = Lucky loser
* Alt = Alternate
* SE = Special exempt
* PR = Protected ranking
* ITF = ITF entry
* JE = Junior exempt
* w/o = Walkover
* r = Retired
* d = Defaulted
* SR = Special ranking

### Finals

| Semifinals | Semifinals | Semifinals | Semifinals | Final | Final | Final | Final |
| - | - | - | - | - | - | - | - |
| 1 | Pete Sampras | $7^9$ | 6 | | | | |
| 3 | Andre Agassi | $6^7$ | 4 | | | | |
| 3 | Andre Agassi | $6^7$ | 4 | 1 | Pete Sampras | $7^9$ | 6 |
| | | | | 2 | Patrick Rafter | $6^7$ | 3 |
| 4 | Yevgeny Kafelnikov | 4 | 2 | 2 | Patrick Rafter | $6^7$ | 3 |
| 2 | Patrick Rafter | 6 | 6 | | | | |

### Top half

**Section 1**

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| | | | | | 1 | P Sampras | $7^{11}$ | 6 | | | | | | | | |
| | J Siemerink | 6 | 6 | | | J Siemerink | $6^9$ | 4 | | | | | | | | |
| | J Krošlák | 1 | 2 | | | | | | 1 | P Sampras | 7 | $7^7$ | | | | |
| | M Larsson | $7^7$ | 6 | | | | | | | R Schüttler | 5 | $6^2$ | | | | |
| Q | A Clément | $6^5$ | 0 | | | M Larsson | 5 | $6^5$ | | | | | | | | |
| | R Schüttler | 6 | 3 | | | R Schüttler | 7 | $7^7$ | | | | | | | | |
| 16 | T Johansson | 4 | $4^r$ | | | | | | | | | | 1 | P Sampras | 6 | 6 |
| 9 | T Martin | 6 | 5 | 6 | | | | | | | | | 7 | R Krajicek | 4 | 2 |
| Q | R Delgado | 4 | 7 | 2 | 9 | T Martin | 4 | 4 | | | | | | | | |
| | J Gimelstob | 6 | 6 | | | J Gimelstob | 6 | 6 | | | | | | | | |
| | J Stoltenberg | 2 | 3 | | | | | | | J Gimelstob | 4 | 2 | | | | |
| WC | R Reneberg | $6^2$ | 4 | | | | | | 7 | R Krajicek | 6 | 6 | | | | |
| Q | I Ljubičić | $7^7$ | 6 | | Q | I Ljubičić | 1 | 3 | | | | | | | | |
| | | | | | 7 | R Krajicek | 6 | 6 | | | | | | | | |

**Section 2**

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| | | | | | 3 | A Agassi | 6 | 6 | | | | | | | | | |
| | A Di Pasquale | 6 | 6 | | | A Di Pasquale | 4 | 1 | | | | | | | | | |
| WC | M Washington | 4 | 3 | | | | | | | 3 | A Agassi | $7^7$ | $7^7$ | | | | |
| Q | A Pretzsch | $7^7$ | 5 | 3 | | | | | | | J Novák | $6^3$ | $6^5$ | | | | |
| | J Novák | $6^3$ | 7 | 6 | | J Novák | $7^7$ | $7^8$ | | | | | | | | | |
| | A Ilie | 4 | 6 | 2 | 14 | Á Costa | $6^3$ | $6^6$ | | | | | | | | | |
| 14 | Á Costa | 6 | 3 | 6 | | | | | | | | | | 3 | A Agassi | 6 | $7^{12}$ |
| 11 | T Haas | 7 | 6 | | | | | | | | | | | 6 | G Kuerten | 2 | $6^{10}$ |
| WC | X Malisse | 5 | 2 | | 11 | T Haas | 6 | $6^1$ | 6 | | | | | | | | |
| | B Black | $6^5$ | 3 | | | F Santoro | 0 | $7^7$ | 3 | | | | | | | | |
| | F Santoro | $7^7$ | 6 | | | | | | | 11 | T Haas | 5 | 5 | | | | |
| | A Martín | $7^7$ | 6 | | | | | | | 6 | G Kuerten | 7 | 7 | | | | |
| | D Prinosil | $6^3$ | 3 | | | A Martín | 2 | 3 | | | | | | | | | |
| | | | | | 6 | G Kuerten | 6 | 6 | | | | | | | | | |

### Bottom half

**Section 3**

| First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| | | | | 5 | T Henman | 6 | 6 | | | | | | | | | |
| | J van Lottum | 6 | 6 | | J van Lottum | 2 | 1 | | | | | | | | | |
| Q | W Black | 3 | 2 | | | | | | 5 | T Henman | 6 | 6 | | | | |
| | P Goldstein | 6 | 6 | | | | | | 12 | N Kiefer | 4 | 1 | | | | |
| Q | M Woodforde | 3 | 2 | | P Goldstein | 6 | 4 | $6^{10}$ | | | | | | | | |
| | S Grosjean | 5 | 3 | 12 | N Kiefer | 2 | 6 | $7^{12}$ | | | | | | | | |
| 12 | N Kiefer | 7 | 6 | | | | | | | | | | 5 | T Henman | 5 | 5 |
| 13 | T Enqvist | 7 | $7^7$ | | | | | | | | | | 4 | Y Kafelnikov | 7 | 7 |
| Q | W Arthurs | 5 | $6^1$ | 13 | T Enqvist | 1 | 5 | | | | | | | | | |
| | W Ferreira | 3 | 4 | | C Woodruff | 6 | 7 | | | | | | | | | |
| | C Woodruff | 6 | 6 | | | | | | | C Woodruff | 4 | 4 | | | | |
| | A Pavel | 4 | 5 | | | | | | 4 | Y Kafelnikov | 6 | 6 | | | | |
| | J Björkman | 6 | 7 | | J Björkman | 1 | 4 | | | | | | | | | |
| | | | | 4 | Y Kafelnikov | 6 | 6 | | | | | | | | | |

**Section 4**

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - | - |
| | | | | | 8 | Á Corretja | 3 | $7^7$ | 2 | | | | | | | | |
| | M Chang | 6 | 6 | | | M Chang | 6 | $6^5$ | 6 | | | | | | | | |
| | M Safin | 3 | 4 | | | | | | | | M Chang | 6 | 6 | | | | |
| | G Ivanišević | $6^1$ | 2 | | | | | | | | C Pioline | 1 | 4 | | | | |
| | J Courier | $7^7$ | 6 | | | J Courier | $7^7$ | $6^4$ | $0^r$ | | | | | | | | |
| | C Pioline | 6 | 6 | | | C Pioline | $6^5$ | $7^7$ | 2 | | | | | | | | |
| 10 | C Moyà | 4 | 1 | | | | | | | | | | | | M Chang | 2 | 1 |
| 15 | N Lapentti | 6 | 6 | | | | | | | | | | | 2 | P Rafter | 6 | 6 |
| | V Spadea | 2 | 2 | | 15 | N Lapentti | 6 | $7^7$ | | | | | | | | | |
| | S Schalken | 6 | 3 | 4 | | J-M Gambill | 0 | $6^3$ | | | | | | | | | |
| | J-M Gambill | 4 | 6 | 6 | | | | | | 15 | N Lapentti | 2 | 3 | | | | |
| WC | C Mamiit | 4 | 4 | | | | | | | 2 | P Rafter | 6 | 6 | | | | |
| | D Vacek | 6 | 6 | | | D Vacek | $6^3$ | 3 | | | | | | | | | |
| | | | | | 2 | P Rafter | $7^7$ | 6 | | | | | | | | | |
