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| Queensland Tier III Hard | Jan 10 1999 |
| Qual 1 | Huber - Amanda Grahame | 7-64 5-7 6-4 |
| Qual 2 | Laurence Courtois(8) - Huber | 4-6 6-2 6-3 |
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| Australian Open Hard | Jan 31 1999 |
| Qual 1 | Huber - Katalin Marosi | 6-3 6-0 |
| Qual 2 | Jolene Watanabe-Giltz(2) - Huber | 6-1 6-73 7-5 |
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| Pan Pacific Open Tier I Carpet | Feb 7 1999 |
| Qual 1 | Nicole Pratt - Huber | 6-4 6-2 |
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| Key Biscayne Tier I Hard | Mar 28 1999 |
| Qual 1 | Huber - Karen Cross | 6-3 6-1 |
| Qual 2 | Huber - Annabel Ellwood | 6-2 1-6 6-4 |
| Qual 3 | Adriana Serra-Zanetti(9) - Huber | 5-7 6-2 6-3 |
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| Lisbon Tier IVA Clay | Apr 11 1999 |
| Qual 1 | Huber(4) - Angela Cardoso-WC | 6-1 7-5 |
| Qual 2 | Anca Barna - Huber(4) | 6-2 2-6 6-1 |
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| Hamburg Tier II Clay | May 2 1999 |
| Qual 1 | Marion Maruska - Huber | 7-5 6-2 |
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| Rome Tier I Clay | May 9 1999 |
| Qual 1 | Flora Perfetti - Huber | 6-2 6-1 |
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| Berlin Tier I Clay | May 16 1999 |
| Qual 1 | Huber - Larisa Neiland(5) | 6-3 6-4 |
| Qual 2 | Sandra Cacic - Huber | 7-5 3-6 6-3 |
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| Roland Garros Clay | Jun 6 1999 |
| Qual 1 | Lenka Nemeckova(12) - Huber | 6-1 6-2 |
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| Birmingham Tier III Grass | Jun 13 1999 |
| Qual 1 | Jelena Dokic - Huber | 6-2 6-70 6-1 |
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| Wimbledon Grass | Jul 4 1999 |
| Qual 1 | Annabel Ellwood - Huber | 4-6 6-1 6-4 |
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| US Open Hard | Sep 12 1999 |
| Qual 1 | Vanessa Webb - Huber | 6-3 6-0 |