Madrid 1999 WTA
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Paola Suarez | 6-1 6-3 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Amy Frazier | 6-0 6-2 |
| Paola Suarez | m. | Chanda Rubin | 7-5 2-6 6-1 |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Anna Smashnova | 6-1 6-3 |
| Amy Frazier | m. | Silvia Farina Elia | 7-6 3-6 6-4 |
| Chanda Rubin | m. | Emmanuelle Gagliardi | 6-0 6-2 |
| Paola Suarez | m. | Magui Serna | 6-4 6-2 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Lindsay Davenport | m. | Gala Leon Garcia | 2-6 6-3 6-1 |
| Anna Smashnova | m. | Nicole Pratt | 6-0 6-1 |
| Silvia Farina Elia | m. | Rita Grande | 6-2 6-4 |
| Amy Frazier | m. | Olga Barabanschikova | 6-2 6-2 |
| Emmanuelle Gagliardi | m. | Tara Snyder | 6-7 6-1 6-1 |
| Chanda Rubin | m. | Marlene Weingartner | 6-1 6-4 |
| Magui Serna | m. | Rosa Maria Andres Rodriguez | 6-3 3-6 6-4 |
| Paola Suarez | m. | Patty Schnyder | 6-2 6-0 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Gala Leon Garcia | m. | Jane Chi | 6-1 6-0 |
| Nicole Pratt | m. | Rita Kuti Kis | 6-4 7-5 |
| Anna Smashnova | m. | Fabiola Zuluaga | 6-4 6-3 |
| Silvia Farina Elia | m. | Silvija Talaja | 6-4 6-4 |
| Rita Grande | m. | Marta Marrero | 6-2 7-6 |
| Olga Barabanschikova | m. | Kimberly Po Messerli | 6-3 6-3 |
| Amy Frazier | m. | Maria Sanchez Lorenzo | 6-3 2-6 7-5 |
| Tara Snyder | m. | Virginia Ruano Pascual | 3-6 6-4 6-4 |
| Emmanuelle Gagliardi | m. | Meghann Shaughnessy | 6-4 6-0 |
| Marlene Weingartner | m. | Kristina Brandi | 5-7 6-4 6-2 |
| Chanda Rubin | m. | Brie Rippner | 6-4 6-2 |
| Magui Serna | m. | Carolina Rodriguez | 6-3 6-1 |
| Rosa Maria Andres Rodriguez | m. | Gisela Riera Roura | 6-0 6-2 |
| Paola Suarez | m. | Raluca Sandu | 6-4 3-6 6-1 |
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0