# 1999 Gold Flake Open – Singles

Byron Black defeated Rainer Schüttler 6–4, 1–6, 6–3 to win the 1999 Chennai Open singles event. Patrick Rafter was the defending champion but did not defend his title.

## Seeds

* Carlos Moyà (quarterfinals)
* Karol Kučera (second round)
* Thomas Johansson (first round)
* Byron Black (champion)
* Andrew Ilie (second round)
* Sjeng Schalken (first round)
* Rainer Schüttler (final)
* John van Lottum (semifinals)

## 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 | Final |
| 7 | Rainer Schüttler | 6 | 6 | | | | | |
| | Peter Wessels | 1 | 3 | | | | | |
| | Peter Wessels | 1 | 3 | 7 | Rainer Schüttler | 4 | 6 | 3 |
| | | | | 4 | Byron Black | 6 | 1 | 6 |
| 4 | Byron Black | 6 | 6 | 4 | Byron Black | 6 | 1 | 6 |
| 8 | John van Lottum | 1 | 1 | | | | | |

### Section 1

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 1 | C Moyà | 4 | 6 | 6 | | | | | | | | | | | | | |
| | V Voltchkov | 6 | 3 | 3 | 1 | C Moyà | 6 | 1 | 7 | | | | | | | | |
| | W Black | 7$^8$ | 6 | | | W Black | 3 | 6 | 5 | | | | | | | | |
| | P Goldstein | 6$^6$ | 1 | | | | | | | 1 | C Moyà | 1 | 0$^r$ | | | | |
| WC | A Vinciguerra | 6$^2$ | 6 | 6 | | | | | | 7 | R Schüttler | 6 | 3 | | | | |
| | A Sá | 7$^7$ | 2 | 1 | WC | A Vinciguerra | 1 | 2 | | | | | | | | | |
| Q | G Etlis | 6$^5$ | 1 | | 7 | R Schüttler | 6 | 6 | | | | | | | | | |
| 7 | R Schüttler | 7$^7$ | 6 | | | | | | | | | | | 7 | R Schüttler | 6 | 6 |
| 3 | T Johansson | 4 | 0$^r$ | | | | | | | | | | | | P Wessels | 1 | 3 |
| | S Sargsian | 6 | 3 | | | S Sargsian | 6$^5$ | 7$^8$ | 4 | | | | | | | | |
| | P Wessels | 4 | 6 | 7 | | P Wessels | 7$^7$ | 6$^6$ | 6 | | | | | | | | |
| Q | O Fukárek | 6 | 4 | 5 | | | | | | | P Wessels | 6 | 6 | | | | |
| | V Santopadre | 2 | 6 | 6 | | | | | | | V Santopadre | 2 | 4 | | | | |
| | G Grant | 6 | 3 | 4 | | V Santopadre | 6 | 5 | 6 | | | | | | | | |
| | D van Scheppingen | 3 | 6 | 2 | 5 | A Ilie | 2 | 7 | 3 | | | | | | | | |
| 5 | A Ilie | 6 | 3 | 6 | | | | | | | | | | | | | |

### Section 2

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 6 | S Schalken | 6 | 3 | 1 | | | | | | | | | | | | | | |
| | L Burgsmüller | 4 | 6 | 6 | | L Burgsmüller | 4 | 6 | 2 | | | | | | | | | |
| | R Fromberg | 6 | 7 | | | R Fromberg | 6 | 1 | 6 | | | | | | | | | |
| WC | M Bhupathi | 2 | 5 | | | | | | | | R Fromberg | 4 | 2 | | | | | |
| | L Paes | 4 | 6 | 6 | | | | | | 4 | B Black | 6 | 6 | | | | | |
| Q | A Zingman | 6 | 3 | 4 | | L Paes | 3 | 2 | | | | | | | | | | |
| Q | G Carraz | 1 | 3 | | 4 | B Black | 6 | 6 | | | | | | | | | | |
| 4 | B Black | 6 | 6 | | | | | | | | | | | | 4 | B Black | 6 | 6 |
| 8 | J van Lottum | 6 | 6 | | | | | | | | | | | | 8 | J van Lottum | 1 | 1 |
| | J Knippschild | 3 | 4 | | 8 | J van Lottum | 7$^{14}$ | 0 | 7$^8$ | | | | | | | | | |
| | N Escudé | 2 | 7$^7$ | 2 | WC | J Stark | 6$^{12}$ | 6 | 6$^6$ | | | | | | | | | |
| WC | J Stark | 6 | 6$^2$ | 6 | | | | | | 8 | J van Lottum | 4 | 6 | 6 | | | | |
| | M Tillström | 6 | 6 | | | | | | | | M Tillström | 6 | 3 | 2 | | | | |
| | O Stanoytchev | 4 | 4 | | | M Tillström | 7 | 4 | 6 | | | | | | | | | |
| | M Kohlmann | 5 | 1 | | 2 | K Kučera | 5 | 6 | 2 | | | | | | | | | |
| 2 | K Kučera | 7 | 6 | | | | | | | | | | | | | | | |