New Haven 1999 WTA
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Venus Williams | m. | Lindsay Davenport | 6-2 7-5 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Ruxandra Dragomir Ilie | 4-6 6-2 6-0 |
| Venus Williams | m. | Monica Seles | 6-1 6-3 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Amelie Mauresmo | 6-1 6-2 |
| Ruxandra Dragomir Ilie | m. | Sandrine Testud | 5-7 6-4 7-5 |
| Monica Seles | m. | Amanda Coetzer | 6-2 6-1 |
| Venus Williams | m. | Magui Serna | 6-0 6-4 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Nathalie Dechy | 6-4 6-2 |
| Amelie Mauresmo | m. | Julie Halard Decugis | 6-1 6-2 |
| Ruxandra Dragomir Ilie | m. | Jana Novotna | 7-6 6-0 |
| Sandrine Testud | m. | Barbara Schwartz | 6-4 6-2 |
| Amanda Coetzer | m. | Sabine Appelmans | 5-4 RET |
| Monica Seles | m. | Elena Likhovtseva | 6-0 7-6 |
| Magui Serna | m. | Henrieta Nagyova | 7-6 3-6 6-3 |
| Venus Williams | m. | Maria Sanchez Lorenzo | 6-1 6-1 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Nathalie Dechy | m. | Tatiana Panova | 6-1 6-3 |
| Amelie Mauresmo | m. | Kveta Peschke | 6-4 3-6 7-5 |
| Julie Halard Decugis | m. | Anke Huber | 4-6 7-6 6-2 |
| Ruxandra Dragomir Ilie | m. | Silvia Farina Elia | 7-5 6-7 7-5 |
| Barbara Schwartz | m. | Angeles Montolio | 4-6 6-4 6-2 |
| Sandrine Testud | m. | Tara Snyder | 7-6 6-3 |
| Amanda Coetzer | m. | Amelie Cocheteux | 6-3 4-6 6-1 |
| Sabine Appelmans | m. | Sylvia Plischke | 3-6 6-1 6-4 |
| Elena Likhovtseva | m. | Lisa Raymond | 4-6 7-5 7-5 |
| Henrieta Nagyova | m. | Nathalie Tauziat | 3-6 6-3 6-3 |
| Magui Serna | m. | Lilia Osterloh | 6-3 6-3 |
| Maria Sanchez Lorenzo | m. | Dominique Monami | 6-2 5-7 6-2 |
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0