Saturday, September 4, 1999
| Men's -- Third Round |
| Match |
Result |
| Andre Agassi (2) def. Justin Gimelstob |
6-1, 4-6, 6-3, 6-4 |
| Yevgeny Kafelnikov (3) def. Jonas Bjorkman |
6-1, 6-4, 6-4 |
| Marcelo Rios (10) def. Jan Kroslak |
6-3, 6-4, 6-4 |
| Richard Krajicek (12) def. John Van Lottum |
6-4, 6-1, 6-4 |
| Arnaud Clement def. Nicolas Kiefer (15) |
4-6, 6-4, 6-4, 6-2 |
| Vincent Spadea def. Laurence Tieleman |
6-2, 4-6, 6-7 (4-7), 6-2, 7-6 (7-3) |
| Andrei Medvedev def. Lleyton Hewitt |
3-6, 6-3, 3-6, 6-4, 6-4 |
| Nicolas Escude def. Xavier Malisse |
6-3, 6-2, 6-1 |
| Women's -- Third Round |
| Match |
Result |
| Lindsay Davenport (2) def. Amy Frazier |
6-1, 6-1 |
| Monica Seles (4) def. Ai Sugiyama |
6-2, 6-3 |
| Mary Pierce (5) def. Angeles Montolio |
6-0, 7-6 (7-4) |
| Serena Williams (7) def. Kim Clijsters |
4-6, 6-2, 7-5 |
| Julie Halard-Decugis (9) def. Amelie Cocheteux |
5-2, retired |
| Jennifer Capriati def. Nathalie Tauziat (11) |
6-3, 1-6, 6-1 |
| Conchita Martinez (16) def. Elena Dementieva |
6-2, 2-6, 6-4 |
| Sabine Appelmans def. Magui Serna |
0-6, 6-1, 6-3 |
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