United Kingdom: Wimbledon - Doubles - Main |
| 1/32-finals | Grant G./Middleton T. J. | Ferreira E./Leach R. | 0:3 (5:7, 65:7, 61:7) | details | 28.06.1999 |
France: French Open - Doubles - Main |
| 1/32-finals | Grant G./Middleton T. J. | Albano P./Carbonell T. | 0:2 (2:6, 1:6) | details | 25.05.1999 |
USA: Delray Beach - Doubles - Main |
| Semi-finals | Grant G./Middleton T. J. | Flach D./MacPhie B. | 0:2 (6:7, 4:6) | details | 06.05.1999 |
| Quarter-finals | Grant G./Middleton T. J. | Coupe B./Merklein M. | 2:0 (6:4, 7:5) | details | 04.05.1999 |
| 1/8-finals | Bryan B./Bryan M. | Grant G./Middleton T. J. | 0:2 (2:6, 3:6) | details | 03.05.1999 |
Japan: Tokyo - Doubles - Main |
| 1/8-finals | Grant G./Middleton T. J. | Tarango J./Vacek D. | 1:2 (6:2, 6:7, 2:6) | details | 14.04.1999 |
| 1/16-finals | Grant G./Middleton T. J. | Kohlmann M./Veglio F. | 2:0 (6:4, 6:4) | details | 12.04.1999 |
India: Chennai - Doubles - Main |
| Quarter-finals | Knippschild J./Tillstrom M. | Grant G./Middleton T. J. | 2:0 (6:4, 6:0) | details | 08.04.1999 |
| 1/8-finals | Grant G./Middleton T. J. | Syed F./Sargsian S. | 2:0 (6:3, 6:3) | details | 06.04.1999 |
USA: Miami - Doubles - Main |
| 1/16-finals | Grant G./Middleton T. J. | Woodforde M./Woodbridge T. | 0:2 (4:6, 4:6) | details | 17.03.1999 |
| 1/32-finals | Grant G./Middleton T. J. | Bowen D./Godwin N. | 2:0 (6:1, 6:4) | details | 15.03.1999 |
USA: Memphis - Doubles - Main |
| Quarter-finals | Lareau S./O'Brien A. | Grant G./Middleton T. J. | 2:0 (6:3, 6:4) | details | 18.02.1999 |
| 1/8-finals | Grant G./Middleton T. J. | Tarango J./Vacek D. | 2:0 (7:5, 7:5) | details | 16.02.1999 |
| 1/16-finals | Albano P./Orsanic D. | Grant G./Middleton T. J. | 0:2 (6:7, 4:6) | details | 15.02.1999 |
New Zealand: Auckland - Doubles - Main |
| Semi-finals | Grant G./Middleton T. J. | Tarango J./Vacek D. | 1:2 (3:6, 6:3, 3:6) | details | 15.01.1999 |
| Quarter-finals | Greenhalgh J./Steven B. | Grant G./Middleton T. J. | 0:2 (5:7, 4:6) | details | 13.01.1999 |
| 1/8-finals | Barnard M./Rosner P. | Grant G./Middleton T. J. | 0:2 (4:6, 4:6) | details | 11.01.1999 |