United Kingdom: Wimbledon - Singles - Main |
| 1/32-finals | Lapentti N. | Cowan B. | 3:1 (4:6, 6:4, 6:3, 6:2) | details | 27.06.2002 |
| 1/64-finals | Cowan B. | Savolt A. | 3:1 (6:7, 6:3, 6:3, 6:3) | details | 24.06.2002 |
France: French Open - Singles - Qualification |
| Quarter-finals | Cowan B. | Kempes E. | 0:2 (2:6, 1:6) | details | 21.05.2002 |
Australia: Australian Open - Singles - Qualification |
| Quarter-finals | Cowan B. | Krajan Z. | 0:2 (3:6, 4:6) | details | 09.01.2002 |
Japan: Tokyo - Singles - Main |
| 1/32-finals | Udomchoke D. | Cowan B. | 2:1 (6:2, 4:6, 6:3) | details | 01.10.2001 |
USA: US Open - Singles - Qualification |
| Semi-finals | Cowan B. | Ketola T. | 1:2 (7:5, 4:6, 64:7) | details | 23.08.2001 |
| Quarter-finals | Sargsian S. | Cowan B. | 1:2 (2:6, 6:3, 3:6) | details | 21.08.2001 |
United Kingdom: Wimbledon - Singles - Main |
| 1/32-finals | Sampras P. | Cowan B. | 3:2 (6:3, 6:2, 6:7, 4:6, 6:3) | details | 28.06.2001 |
| 1/64-finals | Cowan B. | Hilton M. | 3:0 (6:3, 6:2, 7:6) | details | 25.06.2001 |
United Kingdom: Nottingham - Singles - Main |
| 1/16-finals | Youzhny M. | Cowan B. | 2:0 (6:3, 6:4) | details | 20.06.2001 |
France: French Open - Singles - Qualification |
| Quarter-finals | Cowan B. | Benfele-Alvarez E. | 0:2 (3:6, 63:7) | details | 23.05.2001 |
Australia: Australian Open - Singles - Qualification |
| Quarter-finals | Canas G. | Cowan B. | 2:0 (6:4, 6:4) | details | 09.01.2001 |
United Kingdom: Brighton - Singles - Main |
| 1/8-finals | Sanguinetti D. | Cowan B. | 2:0 (6:4, 6:3) | details | 21.11.2000 |
| 1/16-finals | Cowan B. | Lee M. | 2:0 (7:61, 6:4) | details | 20.11.2000 |
Japan: Tokyo - Singles - Main |
| 1/32-finals | Bruguera S. | Cowan B. | 2:0 (6:4, 6:3) | details | 09.10.2000 |
World: Olympic Games - Singles - Main |
| 1/32-finals | Cowan B. | Nestor D. | 1:2 (7:5, 1:6, 4:6) | details | 18.09.2000 |
USA: US Open - Singles - Main |
| 1/64-finals | Knippschild J. | Cowan B. | 3:0 (6:4, 6:3, 6:3) | details | 29.08.2000 |
USA: US Open - Singles - Qualification |
| Final | Lee M. | Cowan B. | 1:2 (64:7, 6:2, 5:7) | details | 25.08.2000 |
| Semi-finals | Weiner G. | Cowan B. | 0:2 (68:7, 61:7) | details | 24.08.2000 |
USA: Washington - Singles - Main |
| 1/16-finals | Srichaphan P. | Cowan B. | 2:0 (6:4, 6:1) | details | 15.08.2000 |
| 1/32-finals | Heuberger I. | Cowan B. | 1:2 (7:63, 2:6, 4:6) | details | 14.08.2000 |
United Kingdom: Wimbledon - Singles - Main |
| 1/64-finals | Gimelstob J. | Cowan B. | 3:1 (6:3, 6:4, 65:7, 6:3) | details | 27.06.2000 |
United Kingdom: Nottingham - Singles - Main |
| 1/8-finals | Parmar A. | Cowan B. | 2:0 (6:3, 6:4) | details | 21.06.2000 |
| 1/16-finals | Cowan B. | Bastl G. | 2:1 (3:6, 7:64, 6:4) | details | 19.06.2000 |
United Kingdom: London - Singles - Main |
| 1/32-finals | Cowan B. | Kucera K. | 0:2 (2:6, 5:7) | details | 12.06.2000 |
France: French Open - Singles - Qualification |
| Quarter-finals | Guardiola T. | Cowan B. | 2:1 (6:4, 3:6, 6:4) | details | 22.05.2000 |
Australia: Australian Open - Singles - Qualification |
| Semi-finals | Malisse X. | Cowan B. | 2:1 (7:65, 1:6, 6:4) | details | 13.01.2000 |
| Quarter-finals | Fisher A. | Cowan B. | 0:2 (4:6, 2:6) | details | 12.01.2000 |