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Kitzbuhel 1999
Austria - 26 July 1999 - 1 August 1999 - Clay
Final
 Albert Costa | def. | Fernando Vicente | 7-5 6-2 6-7 7-6 |
Semi-Finals
| Albert Costa | def. |  Yevgeny Kafelnikov | 7-6 6-2 |
| Fernando Vicente | def. | Stefan Koubek | 6-4 6-4 |
Quarter-Finals
| Yevgeny Kafelnikov | def. |  Richard Fromberg | 6-3 6-7 6-3 |
| Albert Costa | def. | Juan Carlos Ferrero | 3-6 6-2 6-3 |
| Fernando Vicente | def. |  Nicolas Lapentti | 6-7 6-1 6-3 |
| Stefan Koubek | def. |  Fernando Meligeni | 6-2 6-3 |
Round of 16
| Yevgeny Kafelnikov | def. | Alberto Martín Magret | 1-6 6-4 6-3 |
| Richard Fromberg | def. | Julián Alonso | 5-7 6-3 7-5 |
| Juan Carlos Ferrero | def. |  Daniel Vacek | 7-6 6-0 |
| Albert Costa | def. |  Hicham Arazi | 6-2 6-4 |
| Nicolas Lapentti | def. | Wolfgang Schranz | 6-4 6-3 |
| Fernando Vicente | def. | Alex Corretja | 6-4 6-4 |
| Fernando Meligeni | def. |  Andrei Medvedev | 6-1 6-3 |
| Stefan Koubek | def. |  Karol Kucera | 7-6 6-4 |
Round of 32
| Yevgeny Kafelnikov | def. | Slava Dosedel | 7-6 1-6 6-3 |
| Alberto Martín Magret | def. | Herbert Wiltschnig | 6-2 6-2 |
| Richard Fromberg | def. | Marat Safin | 6-3 6-2 |
| Julián Alonso | def. | Younes El Aynaoui | 6-2 1-6 7-5 |
| Juan Carlos Ferrero | def. |  Tommy Haas | 3-6 7-6 6-3 |
| Daniel Vacek | def. | Andrei Cherkasov | 6-3 0-6 7-5 |
| Hicham Arazi | def. |  Adrian Voinea | 6-7 7-6 7-5 |
| Albert Costa | def. | Michael Kohlmann | 6-4 6-4 |
| Nicolas Lapentti | def. | Markus Hipfl | 6-3 6-0 |
| Wolfgang Schranz | def. |  Franco Squillari | 7-6 6-1 |
| Fernando Vicente | def. |  Andrea Gaudenzi | 6-2 6-3 |
| Alex Corretja | def. |  Orlin Stanoytchev | 6-3 6-4 |
| Fernando Meligeni | def. |  Sargis Sargsian | 6-4 6-2 |
| Andrei Medvedev | def. | Bernd Karbacher | 6-2 6-2 |
| Stefan Koubek | def. | Francisco Cabello | 7-6 6-3 |
| Karol Kucera | def. | Wayne Arthurs | 6-3 6-4 |
First Round
| Yevgeny Kafelnikov | Bye | ||
| Slava Dosedel | def. | Werner Eschauer | 6-4 7-5 |
| Herbert Wiltschnig | def. | Lucas Arnold Ker | 6-3 6-2 |
| Alberto Martín Magret | Bye | ||
| Marat Safin | Bye | ||
| Richard Fromberg | def. |  Marcelo Filippini | 6-4 6-2 |
| Julián Alonso | def. | Juan Ignacio Chela | 6-0 6-3 |
| Younes El Aynaoui | Bye | ||
| Tommy Haas | Bye | ||
| Juan Carlos Ferrero | def. |  Magnus Gustafsson | 6-1 6-2 |
| Andrei Cherkasov | def. | Steven Randjelovic | 6-2 6-2 |
| Daniel Vacek | Bye | ||
| Hicham Arazi | Bye | ||
| Adrian Voinea | def. | Jan Kroslak | 6-1 7-6 |
| Michael Kohlmann | def. | Eduardo Medica | 6-1 4-6 6-4 |
| Albert Costa | Bye | ||
| Nicolas Lapentti | Bye | ||
| Markus Hipfl | def. | Martín Rodríguez | 6-3 6-2 |
| Wolfgang Schranz | def. | Hernán Gumy | 6-4 4-6 7-5 |
| Franco Squillari | Bye | ||
| Fernando Vicente | Bye | ||
| Andrea Gaudenzi | def. | Thomas Schiessling | 7-5 6-2 |
| Orlin Stanoytchev | def. | Alex Calatrava | 6-4 6-1 |
| Alex Corretja | Bye | ||
| Fernando Meligeni | Bye | ||
| Sargis Sargsian | def. | Gaston Gaudio | 7-5 6-1 |
| Bernd Karbacher | def. |  Xavier Malisse | 6-2 6-4 |
| Andrei Medvedev | Bye | ||
| Stefan Koubek | Bye | ||
| Francisco Cabello | def. | Mosè Navarra | 6-4 6-4 |
| Wayne Arthurs | def. | Galo Blanco | 7-6 6-4 |
| Karol Kucera | Bye |