| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 1999 | Australian Open | R64 | Els Callens | 28 | Belgium |
| 1999 | Australian Open | R64 | Adriana Serra-Zanetti | 22 | Italy |
| 1999 | Australian Open | R64 | Magüi Serna | 19 | Spain |
| 1999 | Australian Open | R64 | Samantha Smith | 27 | United Kingdom |
| 1999 | Australian Open | R64 | Arantxa Sánchez Vicario | 27 | Spain |
| 1999 | Australian Open | R64 | Fang Li | 26 | China |
| 1999 | Australian Open | R64 | Patty Schnyder | 20 | Switzerland |
| 1999 | Australian Open | R64 | Florencia Labat | 27 | Argentina |
| 1999 | Australian Open | R64 | Anne Kremer | 23 | Luxembourg |
| 1999 | Australian Open | R64 | Alexia Dechaume-Balleret | 28 | France |
| 1999 | Australian Open | R64 | Tatiana Panova | 22 | Russia |
| 1999 | Australian Open | R64 | Seda Noorlander | 24 | Netherlands |
| 1999 | Australian Open | R64 | Samantha Reeves | 20 | United States |
| 1999 | Australian Open | R64 | Meilen Tu | 21 | United States |
| 1999 | Australian Open | R64 | Kristina Brandi | 21 | Puerto Rico |
| 1999 | Australian Open | R64 | Miho Saeki | 22 | Japan |
| 1999 | Australian Open | R64 | Jane Chi | 24 | United States |
| 1999 | Australian Open | R64 | Anke Huber | 24 | Germany |
| 1999 | Australian Open | R64 | Åsa Svensson | 23 | Sweden |
| 1999 | Australian Open | R64 | Elena Dementieva | 17 | Russia |
| 1999 | Australian Open | R64 | Julie Halard-Decugis | 28 | France |
| 1999 | Australian Open | R64 | Henrieta Nagyová | 20 | Slovakia |
| 1999 | Australian Open | R64 | Jennifer Capriati | 22 | United States |
| 1999 | Australian Open | R64 | Rachel McQuillan | 27 | Australia |
| 1999 | Australian Open | R64 | Cătălina Cristea | 23 | Romania |
| 1999 | Australian Open | R64 | Amy Frazier | 26 | United States |
| 1999 | Australian Open | R64 | Lea Ghirardi | 24 | France |
| 1999 | Australian Open | R64 | Elena Pampoulova | 26 | Germany |
| 1999 | Australian Open | R128 | Lucas Ker | 24 | Argentina |
| 1999 | Australian Open | R128 | Jan-Michael Gambill | 21 | United States |
| 1999 | Australian Open | R128 | Sébastien Lareau | 24 | Canada |
| 1999 | Australian Open | R128 | Oliver Gross | 25 | Germany |
| 1999 | Australian Open | R128 | Toby Mitchell | 22 | Australia |
| 1999 | Australian Open | R128 | Petr Luxa | 26 | Czech Republic |
| 1999 | Australian Open | R128 | Fernando Vicente | 21 | Spain |
| 1999 | Australian Open | R128 | Mark Draper | 27 | Australia |
| 1999 | Australian Open | R128 | Albert Portas | 25 | Spain |
| 1999 | Australian Open | R128 | Leander Paes | 25 | India |
| 1999 | Australian Open | R128 | Edwin Kempes | 22 | Netherlands |
| 1999 | Australian Open | R128 | Galo Blanco | 22 | Spain |
| 1999 | Australian Open | R128 | Thomas Johansson | 23 | Sweden |
| 1999 | Australian Open | R128 | David Prinosil | 25 | Germany |
| 1999 | Australian Open | R128 | Marcos Ondruska | 26 | South Africa |
| 1999 | Australian Open | R128 | Rainer Schüttler | 22 | Germany |
| 1999 | Australian Open | R128 | Markus Hipfl | 20 | Austria |
| 1999 | Australian Open | R128 | Dominik Hrbatý | 21 | Slovakia |
| 1999 | Australian Open | R128 | Laurence Tieleman | 26 | Italy |
| 1999 | Australian Open | R128 | Adrian Voinea | 24 | Romania |
| 1999 | Australian Open | R128 | John van Lottum | 22 | Netherlands |
| 1999 | Australian Open | R128 | Justin Bower | 20 | South Africa |
Open Era Grand Slam Tennis