Grand Slam Cup 1999 WTA
Final
| Winner | Loser | Score | |
|---|---|---|---|
| Serena Williams | d. | Venus Williams | 6-1 3-6 6-3 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| Venus Williams | d. | Martina Hingis | 6-2 6-7(6) 9-7 |
| Serena Williams | d. | Lindsay Davenport | 6-3 6-4 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Amelie Mauresmo | 7-6(1) 6-2 |
| Venus Williams | d. | Barbara Schett | 6-3 6-4 |
| Serena Williams | d. | Arantxa Sanchez Vicario | 6-3 6-1 |
| Lindsay Davenport | d. | Mary Pierce | 3-6 6-2 6-4 |
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0