Canadian Open 1999 WTA
Final
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Monica Seles | 6-4 6-4 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Mary Pierce | 7-6 6-3 |
| Monica Seles | d. | Anne Gaelle Sidot | 6-3 6-4 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Arantxa Sanchez Vicario | 6-1 6-1 |
| Mary Pierce | d. | Sandrine Testud | 6-1 6-3 |
| Anne Gaelle Sidot | d. | Amanda Coetzer | 5-7 6-4 6-4 |
| Monica Seles | d. | Barbara Schett | 6-3 3-6 6-1 |
Round of 16
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Chanda Rubin | 6-3 6-1 |
| Arantxa Sanchez Vicario | d. | Conchita Martinez | 7-6 6-1 |
| Mary Pierce | d. | Anke Huber | 6-2 7-5 |
| Sandrine Testud | d. | Silvija Talaja | 6-4 7-6 |
| Amanda Coetzer | d. | Mirjana Lucic | 4-6 7-6 6-2 |
| Anne Gaelle Sidot | d. | Ai Sugiyama | 6-4 6-3 |
| Barbara Schett | d. | Jennifer Capriati | 6-3 6-2 |
| Monica Seles | d. | Elena Likhovtseva | 7-6 6-3 |
Round of 32
| Winner | Loser | Score | |
|---|---|---|---|
| Martina Hingis | d. | Corina Morariu | 6-0 6-3 |
| Chanda Rubin | d. | Nathalie Dechy | 6-2 4-6 6-4 |
| Conchita Martinez | d. | Jelena Dokic | 5-7 6-1 6-4 |
| Arantxa Sanchez Vicario | d. | Karina Habsudova | 7-5 6-2 |
| Mary Pierce | d. | Ruxandra Dragomir Ilie | 7-6 6-3 |
| Anke Huber | d. | Gala Leon Garcia | 6-3 6-1 |
| Sandrine Testud | d. | Magui Serna | 6-4 3-6 6-3 |
| Silvija Talaja | d. | Amelie Cocheteux | 6-4 6-1 |
| Amanda Coetzer | d. | Joannette Kruger | 6-1 6-2 |
| Mirjana Lucic | d. | Nicole Pratt | 4-6 6-2 6-3 |
| Anne Gaelle Sidot | d. | Henrieta Nagyova | 6-4 6-2 |
| Ai Sugiyama | d. | Jana Novotna | 5-7 6-2 6-1 |
| Jennifer Capriati | d. | Nathalie Tauziat | 1-6 6-4 6-2 |
| Barbara Schett | d. | Renata Kolbovic | 6-3 6-1 |
| Elena Likhovtseva | d. | Maureen Drake | 6-0 7-5 |
| Monica Seles | d. | Tatiana Panova | 6-7 6-1 6-1 |
Round of 64
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0