Chennai 1999 ATP
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Byron Black | m. | Rainer Schuettler | 6-4 1-6 6-3 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Rainer Schuettler | m. | Peter Wessels | 6-1 6-3 |
| Byron Black | m. | John Van Lottum | 6-1 6-1 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Rainer Schuettler | m. | Carlos Moya | 6-1 3-0 RET |
| Peter Wessels | m. | Vincenzo Santopadre | 6-2 6-4 |
| Byron Black | m. | Richard Fromberg | 6-4 6-2 |
| John Van Lottum | m. | Mikael Tillstrom | 4-6 6-3 6-2 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Carlos Moya | m. | Wayne Black | 6-3 1-6 7-5 |
| Rainer Schuettler | m. | Andreas Vinciguerra | 6-1 6-2 |
| Peter Wessels | m. | Sargis Sargsian | 7-6(5) 6-7(6) 6-4 |
| Vincenzo Santopadre | m. | Andrew Ilie | 6-2 5-7 6-3 |
| Richard Fromberg | m. | Lars Burgsmuller | 6-4 1-6 6-2 |
| Byron Black | m. | Leander Paes | 6-3 6-2 |
| John Van Lottum | m. | Jonathan Stark | 7-6(12) 0-6 7-6(6) |
| Mikael Tillstrom | m. | Karol Kucera | 7-5 4-6 6-2 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Carlos Moya | m. | Vladimir Voltchkov | 4-6 6-3 6-3 |
| Wayne Black | m. | Paul Goldstein | 7-6(6) 6-1 |
| Andreas Vinciguerra | m. | Andre Sa | 6-7(2) 6-2 6-1 |
| Rainer Schuettler | m. | Gaston Etlis | 7-6(5) 6-1 |
| Sargis Sargsian | m. | Thomas Johansson | 6-4 3-0 RET |
| Peter Wessels | m. | Ota Fukarek | 4-6 6-4 7-5 |
| Vincenzo Santopadre | m. | Geoff Grant | 2-6 6-3 6-4 |
| Andrew Ilie | m. | Dennis Van Scheppingen | 6-3 3-6 6-2 |
| Lars Burgsmuller | m. | Sjeng Schalken | 4-6 6-3 6-1 |
| Richard Fromberg | m. | Mahesh Bhupathi | 6-2 7-5 |
| Leander Paes | m. | Andy Zingman | 4-6 6-3 6-4 |
| Byron Black | m. | Gregory Carraz | 6-1 6-3 |
| John Van Lottum | m. | Jens Knippschild | 6-3 6-4 |
| Jonathan Stark | m. | Nicolas Escude | 6-2 6-7(2) 6-2 |
| Mikael Tillstrom | m. | Orlin Stanoytchev | 6-4 6-4 |
| Karol Kucera | m. | Michael Kohlmann | 7-5 6-1 |