| Tournaments | 5 |
| WTA Tour Record | 19-3 |
| Doubles Record | 14-3 |
| Singles Titles | 2 |
| Doubles Titles | 1 |
| Hardcourt Record | 14-3 |
| Claycourt Record | 0 |
| Grass Record | 0 |
| Indoor Record | 5-0 |
| 1/7/99 Challenge Cup "Exhibition", Hong Kong | ||||
| (4)Serena Williams | 1st | 2nd | 3rd | |
| QF | Tamarine Tanasugam | 6:2 | 6:1 | 0:0 |
| SF | Steffi Graf (1) | 2:6 | 6:7 | 0-0 |
| 1/11/99 Adidas Internatinal, Sydney | ||||
| Serena Williams | 1st | 2nd | 3rd | |
| 1R | Ines Gorrochategui (Q) | 6:4 | 6:2 | 0:0 |
| 2R | Steffi Graf(6) | 2:6 | 6:3 | 5:7 |
| 1/18/99 Australian Open, Melbourne | ||||
| Serena Williams | 1st | 2nd | 3rd | |
| 1R | Raluca Sandu | 6:2 | 6:3 | 0:0 |
| 2R | Maguie Serna | 6:1 | 6:3 | 0:0 |
| 3R | Sandrine Testube(14) | 2:6 | 6:2 | 7:9 |
| 2/22/99 Open Gaz De France , Paris | ||||
| Serena Williams | 1st | 2nd | 3rd | |
| 1RD | Asa Carlsson | 6:1 | 6:2 | -- |
| 2RD | Natalie Tauziat(2) | 6:1 | 6:4 | -- |
| QF | Julie Harald-Decugis | 6:2 | 6:3 | -- |
| SF | Nathalie Dechy | 6:1 | 6:4 | -- |
| F | Amalie Mauresmo(6) | 6:2 | 3:6 | 7:6 |
| 3/1/99 Everts Cup, Indian Wells | ||||
| Serena Williams | 1st | 2nd | 3rd | |
| 1RD | Jessica Steck | 6:1 | 7:5 | -- |
| 2RD | Lindsay Davenport(2) | 6:4 | 6:2 | -- |
| 3RD | Cara Black | 6:0 | 7:5 | -- |
| QF | Mary Pierce(6) | 7:5 | 7:6 | -- |
| SF | Sandrine Testud(12) | 7:5 | 6:0 | -- |
| F | Steffi Graf(5) | 6:3 | 3:6 | 7:5 |
| 3/15/99 Lipton Championships, Key Biscayne | ||||
| Serena Williams(16) | 1st | 2nd | 3rd | |
| 1RD | Bye | -- | -- | -- |
| 2RD | Alicia Molic | 6:2 | 6:3 | -- |
| 3RD | Maguie Serna(25) | 6:1 | 6:0 | -- |
| 4RD | Monica Seles(3) | 6:2 | 6:3 | -- |
| QF | Amanda Coetzer(9) | 6:4 | 6:0 | -- |
| SF | Martina Hingus(1) | 6:4 | 7:6 | -- |
| F | Venus Williams(6) | 1:6 | 6:4 | 4:6 |