Russia: Moscow - Doubles - Main |
| Final | Gimelstob J./Vacek D. | Medvedev A./Safin M. | 2:0 (6:2, 6:1) | details | 14.11.1999 |
| Semi-finals | Novak J./Rikl D. | Gimelstob J./Vacek D. | 0:2 (3:6, 4:6) | details | 13.11.1999 |
| Quarter-finals | Gimelstob J./Vacek D. | Pala P./Vizner P. | 2:0 (6:2, 6:4) | details | 10.11.1999 |
| 1/8-finals | Gimelstob J./Vacek D. | Carbonell T./Sanchez J. | 2:0 (6:4, 7:611) | details | 08.11.1999 |
France: Paris - Doubles - Main |
| Quarter-finals | Gimelstob J./Vacek D. | Haarhuis P./Palmer J. | 1:2 (6:2, 2:6, 5:7) | details | 05.11.1999 |
| 1/8-finals | Bhupathi M./Florent A. | Gimelstob J./Vacek D. | 0:2 (1:6, 3:6) | details | 03.11.1999 |
| 1/16-finals | Gimelstob J./Vacek D. | Haggard C./Nyborg P. | 2:0 (7:63, 6:3) | details | 01.11.1999 |
Germany: Stuttgart 1 - Doubles - Main |
| 1/8-finals | Lareau S./O'Brien A. | Gimelstob J./Vacek D. | 2:0 (7:62, 6:4) | details | 26.10.1999 |
| 1/16-finals | Gimelstob J./Vacek D. | Reneberg R./Stark J. | 2:0 (7:65, 6:3) | details | 25.10.1999 |