 Germany: Filderstadt - Doubles - Main |
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| 1/8-finals | Po K./Sidot A. | Coetzer A./Novotna J. | 2:0 (6:3, 6:1) | details | 04.10.1999 |
 USA: US Open - Doubles - Main |
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| 1/8-finals | Novotna J./Zvereva N. | Huber L./Po K. | 1:2 (3:6, 6:4, 0:6) | details | 05.09.1999 |
| 1/16-finals | Novotna J./Zvereva N. | Labat F./Monami D. | 2:0 (6:1, 6:4) | details | 03.09.1999 |
| 1/32-finals | Novotna J./Zvereva N. | Cacic S./Drake M. | 2:1 (4:6, 6:0, 6:4) | details | 01.09.1999 |
| USA: New Haven - Doubles - Main |
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| Final | Likhovtseva E./Novotna J. | Raymond L./Stubbs R. | 0:2 (61:7, 2:6) | details | 29.08.1999 |
| Semi-finals | Likhovtseva E./Novotna J. | Savchenko-Neiland L./Srebotnik K. | 2:0 (6:4, 7:67) | details | 28.08.1999 |
| Quarter-finals | Likhovtseva E./Novotna J. | Halard-Decugis J./Oremans M. | WO. | details | 26.08.1999 |
| 1/8-finals | Likhovtseva E./Novotna J. | Grande R./Pratt N. | 2:0 (6:2, 6:4) | details | 23.08.1999 |
 Canada: Toronto - Doubles - Main |
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| Final | Savchenko-Neiland L./Sanchez-Vicario A. | Novotna J./Pierce M. | 1:2 (3:6, 6:2, 3:6) | details | 22.08.1999 |
| Semi-finals | Novotna J./Pierce M. | Spirlea I./Vis C. | 2:1 (5:7, 7:5, 6:2) | details | 21.08.1999 |
| Quarter-finals | Morariu C./Po K. | Novotna J./Pierce M. | 0:2 (2:6, 3:6) | details | 20.08.1999 |
| 1/8-finals | Krizan T./Srebotnik K. | Novotna J./Pierce M. | 0:2 (5:7, 4:6) | details | 18.08.1999 |
 United Kingdom: Wimbledon - Doubles - Main |
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| Semi-finals | Novotna J./Zvereva N. | Tatarkova E./de Swardt M. | 1:2 (4:6, 6:2, 5:7) | details | 08.07.1999 |
| Quarter-finals | Novotna J./Zvereva N. | Farina Elia S./Wild L. | 2:0 (6:1, 7:5) | details | 06.07.1999 |
| 1/8-finals | Novotna J./Zvereva N. | Courtois L./Molik A. | 2:0 (6:4, 6:0) | details | 03.07.1999 |
| 1/16-finals | Novotna J./Zvereva N. | Coetzer A./Gorrochategui I. | WO. | details | 01.07.1999 |
| 1/32-finals | Novotna J./Zvereva N. | Dechaume-Balleret A./Testud S. | 2:1 (7:5, 62:7, 6:4) | details | 29.06.1999 |
| United Kingdom: Eastbourne - Doubles - Main |
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| Final | Novotna J./Zvereva N. | Hingis M./Kournikova A. | 0:1 RET. (4:6) | details | 20.06.1999 |
| Semi-finals | Novotna J./Zvereva N. | Martinez C./Tarabini P. | 2:0 (6:1, 6:4) | details | 19.06.1999 |
| Quarter-finals | Novotna J./Zvereva N. | Adams K./Rubin C. | 2:0 (6:4, 6:4) | details | 16.06.1999 |
| 1/8-finals | Novotna J./Zvereva N. | Graham D./McNeil L. | 2:1 (3:6, 6:0, 6:1) | details | 14.06.1999 |
 France: French Open - Doubles - Main |
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| Quarter-finals | Novotna J./Zvereva N. | Davenport L./Pierce M. | 0:0 RET. (3:2) | details | 03.06.1999 |
| 1/8-finals | Novotna J./Zvereva N. | Schett B./Schnyder P. | 2:0 (6:2, 6:2) | details | 01.06.1999 |
| 1/16-finals | Novotna J./Zvereva N. | Arendt N./Bollegraf M. | 2:1 (3:6, 6:1, 6:4) | details | 30.05.1999 |
| 1/32-finals | Novotna J./Zvereva N. | Halard-Decugis J./Mauresmo A. | 0:0 RET. (5:4) | details | 28.05.1999 |
| Germany: Berlin - Doubles - Main |
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| Final | Novotna J./Tarabini P. | Fusai A./Tauziat N. | 0:2 (3:6, 5:7) | details | 16.05.1999 |
| Semi-finals | Novotna J./Tarabini P. | Dragomir-Ilie R./Labat F. | 2:0 (6:3, 6:1) | details | 15.05.1999 |
| Quarter-finals | Novotna J./Tarabini P. | Huber L./Jeyaseelan S. | 2:1 (63:7, 6:1, 6:3) | details | 14.05.1999 |
| 1/8-finals | Novotna J./Tarabini P. | Graf S./Gorrochategui I. | 1:1 RET. (65:7, 6:4) | details | 12.05.1999 |
| Germany: Hamburg - Doubles - Main |
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| Final | Coetzer A./Novotna J. | Savchenko-Neiland L./Sanchez-Vicario A. | 0:2 (2:6, 1:6) | details | 02.05.1999 |
| Semi-finals | Fusai A./Tauziat N. | Coetzer A./Novotna J. | 0:2 (4:6, 1:6) | details | 01.05.1999 |
Luxembourg: Luxembourg - Singles - Main